60166-43-0 -| Page 3 of 4

Brief introduction of C4H7N3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dimethyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 60166-43-0, Safety of 1,4-Dimethyl-1H-1,2,3-triazole

1,4-Dimethyl-1H-1,2,3-triazole (27.4 mg, 0.282 mmol), potassium acetate (92 mg,0.939 mmol), PdOAc2 (4.22 mg, 0.019 mmol), (1S,4r)-4-(5-bromo-2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)- 1H-benzo[d] imidazol- 1 -yl)cyclohexyl acetate (100 mg, 0.188 mmol) and cataCXium A (13.47 mg, 0.038 mmol) were suspended in 2-methylbutan-2-ol (1234 pi, 11.27 mmol) under nitrogen. The reaction mixture was purged with nitrogen for 5 mm and then heated to 100C for 18 h. The reaction was cooled to RT and partitioned between EtOAc (40 mL) and water (30 mL). The organicphase was separated, washed with brine (25 mL) and then dried over MgSO4, filtered and concentrated in vacuo to afford a yellow oil, which was purified by chromatography on silica gel (24 g column, 0-5% MeOHIDCM) to afford (1S,4r)-4-(2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)-5 -(1 ,4-dimethyl- 1 H- 1,2,3 -triazol-5 -yl)- 1H- benzo[d]imidazol-1-yl)cyclohexyl acetate (38 mg, 36%) as a colourless solid; Rt 1.93mm (method 1), m/z 549; 1H NMR (d6-DMSO) : 8.06 (1H, d, J=8.6 Hz), 7.84 (1H,ddd, J13.3, 7.4, 2.7 Hz), 7.73 (1H, d, J1.6 Hz), 7.38 (1H, dt, J=10.6, 9.2 Hz), 7.24(1H, dd, J=8.5, 1.7 Hz), 7.16 (OH, d, J=9.3 Hz), 6.13 (1H, d, J7.4 Hz), 5.06-4.94 (1H,m), 4.60 (1H, t, J=12.5 Hz), 3.90 (3H, s), 2.81 – 2.53 (3H, m), 2.48 – 2.39 (2H, m), 2.19(3H, s), 2.15 -2.05 (4H, m), 2.04 (3H, s), 1.98 – 1.88 (1H, m), 1.88 – 1.79 (1H, m), 1.79- 1.63 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dimethyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; QIN, Ting; HARBOTTLE, Gareth; (95 pag.)WO2018/73587; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Sources of common compounds: 60166-43-0

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Computed Properties of C4H7N3

(S)-3-Bromo-7-chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (300 mg, 0.657 mmol), l,4-dimethyl-lH-l,2,3-triazole (77 mg, 0.788 mmol), Me4NOAc (87 mg, 0.657 mmol), and PdCl2(PPh3)2 (32.3 mg, 0.046 mmol) were weighed into a vial, and 12 mL NMP was added, and the air was replaced with argon. The sealed reaction vial was heated at 100 C with stirring overnight. The next morning, LC/MS showed the mono-alky lated product as the major peak and a significant amount of the dialkylated product. It was cooled to room temperature and diluted with EtOAc and washed twice with brine. The organic layer was dried over MgS04, and concentrated to obtain a crude mixture. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 ACN: water with 10-mM NEUOAc; Mobile Phase B: 95:5 ACN: water with 10-mM NH4OAc; Gradient: 20-60% B over 15 min, then a 5- min hold at 100% B; Flow: 20 mL/min. Fractions containing the title compound were combined and dried via centrifugal evaporation. Estimated purity by LC/MS analysis was 99%. An analytical LC/MS injection was used to determine the final purity. Conditions: Column: Waters BEH CI 8, 2.0 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm; RT = 1.51 min, LC/MS (M+H) = 534.5. NMR (500MHz, DMSO-c e) delta 8.82 (d, J=8.1 Hz, 1H), 8.67 (s, 1H), 8.57 (br. s., 1H), 7.77 – 7.71 (m, 3H), 7.35 – 7.29 (m, 2H), 7.27 – 7.21 (m, 1H), 6.06 (br. s., 1H), 4.38 (s, 3H), 4.03 (s, 3H), 3.90 (s, 1H), 3.74 (d, J=10.6 Hz, 1H), 3.62 (br. s., 1H), 3.40 (s, 1H), 3.24 (t, J=11.2 Hz, 1H), 2.54 (s, 3H), 2.31 (s, 3H), 1.62 (br. s., 1H), 1.51 – 1.39 (m, 1H), 1.35 – 1.21 (m, 1H), 1.14 (d, J=12.5 Hz, 1H); LC/MS (M+H) = 534.3 [Column: Waters Aquity BEH CI 8 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: ACN with 0.05% TFA; Temperature: 40 C; Gradient: 2- 98% B over 1.5 min; Flow: 0.8 mL/min].

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The important role of 60166-43-0

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C4H7N3

Under the protection of N2, a tetrahydrofuran (5.0 mL) solution of 1,4-dimethyl-1,2,3-triazole (0.56 g, 5.77 mol) was added dropwise to a tetrahydrofuran (5.0 mL) solution of butyllithium (2.77mL, 6.27 mol, 2.4 mol/L n-hexane solution) at -78C, and the resulting mixture was kept at -70C and reacted for 1h. Then chlorotributyltin (1.71 mL, 6.34 mol) was added. The system became clear, and was gradually warmed to room temperature. Water and ethyl acetate were added to the reaction flask, stirred for 15 min, and filtered through Celite filler, and the Celite filler was rinsed with ethyl acetate. After the filtrate was layered, the aqueous phase was extracted with ethyl acetate once. The ethyl acetate phases were combined, washed with a saturated sodium chloride aqueous solution, dried with anhydrous sodium sulfate, and concentrated to obtain a black residue. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (5:1) to obtain a luminous yellow oily product (1.40g, 63%). 1H NMR (400 MHz, CDCl3) delta 4.03 (s, 3H), 2.35 (s, 3H), 1.45-1.54 (m, 6H), 1.28-1.40 (m, 6H), 1.16-1.21 (m, 6H), 0.91 (t, 9H).

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; LI, Jijun; WU, Wei; ZHU, Yan; WANG, Huting; ZHAO, Lijia; HE, Weinan; SUN, Yinghui; PENG, Yong; HAN, Yongxin; (108 pag.)EP3412669; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 1,4-Dimethyl-1H-1,2,3-triazole

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Triazoles

A solution of 1,4-dimethyltriazole (14.1, 500 mg, 5.15 mmol, 1 equivalent) in THF (2 mL) was added dropwise to a solution of n-BuLi (2.5 M, 2.47 mL, 1.2 equivalent) in THF (15 mL) at -78 C. under nitrogen atmosphere. The resulting cloudy mixture was stirred at -70 C. for 1 h. After this time, tributyl tinchloride (1.84 g, 5.66 mmol, 1.52 mL, 1.1 equivalent) was added; the reaction mixture became clear and was stirred at -70 C. for 30 min, then it was allowed to warm to 20 C. The reaction mixture was poured into saturated NH4Cl solution (10 mL) and extracted with EtOAc (50 mL*3). The combined organic layers were washed with brine (50 mL*2), were dried over sodium sulfate then filtered. The solvent was concentrated under reduced pressure to give tributyl-(3,5-dimethyltriazol-4-yl)stannane (14.2, 2.2 g) as a yellow oil; LCMS [M+1]: 388.2.

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mirati Therapeutics, Inc.; Marx, Matthew Arnold; Lee, Matthew Randolph; Galemmo, Robert Anthony; Bobinski, Thomas P.; US2018/265517; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Discovery of 1,4-Dimethyl-1H-1,2,3-triazole

The synthetic route of 1,4-Dimethyl-1H-1,2,3-triazole has been constantly updated, and we look forward to future research findings.

Application of 60166-43-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

In a pressure vessel equipped with a magnetic stirring bar was added 3-bromo-7- chloro-5-((4,4-difluorocyclohexyl)(phenyl)methyl)-5H-pyrrolo[2,3-b:4,5-b’]dipyridine (240 mg, 0.489 mmol), l ,4-dimethyl-lH-l ,2,3-triazole (52.2 mg, 0.538 mmol) and DMF (5 mL). Tetramethylammonium acetate (98 mg, 0.734 mmol) and PdCl2(dppf)-CH2Cl2 adduct (28.0 mg, 0.034 mmol) was added. Argon was bubbled into the mixture with sonication for 5 min, then the vessel was capped, placed into a preheated aluminum block set at 100C and was stirred for 16 h. Solids were filtered, and the filtrate was purified by preparative HPLC (20-100% B; B solvent 90% MeCN/0.1% TFA water, Phenomenex LUNA C18 30xl00mm, 10 micron, 30 mL/min flow rate, 254nm UV; Rt = 1 1.6 min.). Like fractions were concentrated and re-purified by preparative HPLC: Column: Waters XBridge C 18, 19 x 200 mm, 5-mupiiota particles; Mobile Phase A: 5 :95 methanol: water with lOmM NH40Ac; Mobile Phase B: 95:5 methanol: water with lOmM NFLtOAc; Gradient: 40-80% B over 15 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 18 mg of a mixture of enantiomers. This material was subject to a chiral purification: Chiral SFC conditions: Chiralcel OJ-H preparative column, 30 x 250mm, 5muiotaeta; Mobile Phase: 15% methanol in CO2, 150 bar; Temp: 35C; Flow rate: 70.0 mL/min. for 25 min. ; UV monitored at 254nm; Injection: 0.25ml of ~9 mg/mL solution in MeOH (18 mg purified by stacked injection); Rt = isomer A: 13.8 min. ; isomer B: 18.3 min. Fractions containing the desired products were combined and dried via evaporation to give 6.9 mg (2%) of the isomer A with an average purity by LC/MS analysis was >99%. Fractions containing the desired products were combined and dried via evaporation to give 7.5 mg (3%) of the isomer B with an average purity by LC/MS analysis was >99%. Isomer A: Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7muetaiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NlrUOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm. Rt = 1.76 min.; LC/MS (M+H) = 568.7. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-muetaiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM NFL Ac; Mobile Phase B: 95:5 methanol: water with 10 mM NFL Ac; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. Rt= 2.77 min.; LC/MS (M+H) = 568.7. Isomer B: Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7mupiiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM MLtOAc; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm. Rt= 1.86 min.; LC/MS (M+H) = 568.7. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-mupiiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM MLtOAc; Mobile Phase B: 95:5 methanol: water with 10 mM MLtOAc; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. Rt= 2.73 min.; LC/MS (M+H) = 568.7. NMR (500MHz, DMSO-c e) delta 8.82 (d, J=8.1 Hz, 1H), 8.67 (s, 1H), 8.54 (br. s., 1H), 7.73 (d, J=8.1 Hz, 3H), 7.32 (t, J=7.5 Hz, 2H), 7.25 (t, J=7.3 Hz, 1H), 6.09 (br. s., 1H), 4.36 (s, 3H), 4.02 (s, 3H), 3.52 (br. s., 1H), 2.30 (s, 3H), 2.07 (br. s., 1H), 1.92 (d, J=7.3 Hz, 1H), 1.82 (br. s., 1H), 1.73 (br. s., 1H), 1.66 (br. s., 1H), 1.45 (d, J=12.1 Hz, 1H), 1.37 (br. s., 1H), 1.30 (d, J=11.7 Hz, 1H). LC/MS (M+H) = 568.2; HPLC conditions: Rt= 0.93 min. (Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: ACN with 0.05% TFA; Temperature: 40C; Gradient: 2-98% B over 1.5 min; Flow: 0.8 mL/min).

The synthetic route of 1,4-Dimethyl-1H-1,2,3-triazole has been constantly updated, and we look forward to future research findings.

Application of 1,4-Dimethyl-1H-1,2,3-triazole

The synthetic route of 1,4-Dimethyl-1H-1,2,3-triazole has been constantly updated, and we look forward to future research findings.

Reference of 60166-43-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 7-bromo-5-nitro-2H-isoquinolin-1-one (7.3, 1 g, 3.72 mmol, 1 equivalent), 1,4-dimethyltriazole (397 mg, 4.09 mmol, 1.1 equivalents), KOAc (1.82 g, 18.6 mmol, 5 equivalents), Pd(OAc)2 (83.5 mg, 372 mumol, 0.1 equivalent) and bis(1-adamantyl)butylphosphane (267 mg, 743 mumol, 0.2 equivalent) in 2-methylbutan-2-ol (100 mL) was purged with nitrogen 3 times. This reaction mixture was stirred at 120 C. for 12 hours under a nitrogen atmosphere. After this time, the reaction mixture was diluted with ethyl acetate (50 mL) then it was filtered. The filtrate was washed with brine (30 mL*3), dried over sodium sulfate and concentrated. This crude product was purified further by column chromatography (SiO2, dichloromethane/methanol 200/1 to 50/1) to give 7-(3,5-dimethyltriazol-4-yl)-5-nitro-2H-isoquinolin-1-one (7.4, 550 mg, 1.93 mmol, 51.8% yield) as a yellow solid; LCMS [M+1]: 286.2. 1H NMR (400 MHz, DMSO-d6) delta=11.96 (br s, 1H), 8.65-8.48 (m, 2H), 7.54 (br s, 1H), 6.97 (d, J=7.6 Hz, 1H), 3.99 (s, 3H), 2.28 (s, 3H)

The synthetic route of 1,4-Dimethyl-1H-1,2,3-triazole has been constantly updated, and we look forward to future research findings.

Continuously updated synthesis method about 60166-43-0

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

A mixture of 7-bromo-5-nitroisoquinolin-1(2H)-one (293b, 4.00 g, 14.9 mmol), 1,4-dimethyl-1H-1,2,3-triazole (2.17 g, 22.3 mmol), palladium acetate (334 mg, 1.49 mmol), CatacXiumA (butyl di-1-adamantylphosphine) (1.10 g, 2.97 mmol), and potassium acetate (7.30 g, 74.3 mmol) in 2-methyl-2-butanol (100 mL) was degassed with nitrogen, and heated at 120 C. in a sealed tube overnight. After cooling down room temperature, the reaction mixture was partitioned between ethyl acetate (300 mL) and water (300 mL). The organic phase was separated, washed with brine (1*300 mL), dried over sodium sulfate, concentrated to dryness, and purified by silica gel chromatography (eluting with a gradient of 0%-10% methanol in ethyl acetate), affording 7-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)-5-nitroisoquinolin-1(2H)-one (293c, 2.55 g, 60% yield) as a solid. 1H NMR (400 MHz, DMSO-d6) delta 11.95 (br. s., 1H), 8.57 (s, 2H), 7.55 (d, J=5.38 Hz, 1H), 6.98 (d, J=7.34 Hz, 1H), 4.00 (s, 3H), 2.29 (s, 3H). MS: 284 [M-1].

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about 60166-43-0

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

A vessel containing (S)-6-(5-bromo-1-(trans-4-hydroxycyclohexyl)-1H-benzo[d]imidazol-2-yl)- 1 -(3 ,4-difluorophenyl)piperidin-2-one (intermediate 17, 50 mg,0.10 mmol), 1,4-dimethyl-1H-1,2,3-triazole (15 mg, 0.15 mmol), potassium acetate (50mg, 0.51 mmol) and tert-amyl alcohol (0.75 mL) was evacuated then backfilled withnitrogen three times. cataCXium A Pd G3 (7 mg, 10 tmol) was added and the mixturewas heated to 100 C for 18 h. The mixture was diluted with water (8 mL) then extracted with dichloromethane (3 x 8 mL). The combined organic phases were concentrated under reduced pressure to give the crude product. The crude product was purified by chromatography on silica gel (4 g column, 50-100% MeAc/isohexane) to afford a pale brown gum. The gum was triturated in tert-butyl methyl ether to yield (S)1 -(3 ,4-difluorophenyl)-6-(5-( 1 ,4-dimethyl- 1H- 1,2,3 -triazol-5-yl)- 1 -(trans-4- hydroxycyclohexyl)-1H-benzo[d]imidazol-2-yl)piperidin-2-one (26 mg, 0.047 mmol, 48% yield) as atan solid. LCMS (method 1): Rt 1.50 mi m/z 521 (M+H)t 1HNIVIR(DMSO-d6) 7.91 – 7.77 (m, 2H), 7.44 – 7.36 (m, 1H), 7.36 – 7.29 (m, 1H), 7.23 (dd, J= 8.5, 1.7 Hz, 1H), 7.09 -7.00 (m, 1H), 5.79 (t, J = 4.6 Hz, 1H), 4.71 (d, J = 4.1 Hz,1H), 4.41 – 4.26 (m, 1H), 3.94 (s, 3H), 3.73 – 3.61 (m, 1H), 2.55 (dt, J = 9.8, 6.2 Hz,2H), 2.48 – 2.24 (m, 2H), 2.23 (s, 3H), 2.21 – 2.12 (m, 1H), 2.08 – 1.91 (m, 3H), 1.91 -1.70 (m, 3H), 1.50- 1.35 (m, 2H), 1.25- 1.15 (m, 1H).

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Some scientific research about 60166-43-0

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

(S)-3-bromo-7-(methylsulfonyl)-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (30 mg, 0.060 mmol) was dissolved in 1.5 mL of NMP and added l,4-dimethyl-lH-l,2,3-triazole (9.3 mg, 0.096 mmol). Tetramethylammonium acetate (12.0 mg, 0.090 mmol) and bis(triphenylphosphine)palladium(II) chloride (3.0 mg, 4.20 muetaiotaomicron) were added. Argon was bubbled through the mixture while sonicating for 5 min. The vial was capped and heated at 100 C for 33 h, then cooled and the contents of the vial were filtered. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge CI 8, 19 x 200 mm, 5-muiotatauiota particles;Mobile Phase A: 5:95 methanol: water with 10-mM NH4OAC; Mobile Phase B: 95:5 methanol: water with 10-mM ammoniumacetate; Gradient: 45-85% B over 15 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The yield of the product was 2.8 mg (9%), and its estimated purity by LCMS analysis was 100%. Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH CI 8, 2.0 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM Nl UOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm. RT = 2.27, M+H = 517. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-mupiiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM NEUOAc; Mobile Phase B: 95:5 methanol: water with 10 mM NlrUOAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. RT = 2.27, M+H = 517. NMR (500MHz, DMSO- de) delta 8.96 (d, J=8.1 Hz, 1H), 8.76 (s, 2H), 8.05 (d, J=8.1 Hz, 1H), 7.83 (d, J=7.7 Hz, 2H), 7.33 (t, J=7.5 Hz, 2H), 7.26 (t, J=7.3 Hz, 1H), 5.93 (br. s., 1H), 4.07 (s, 3H), 3.95 – 3.83 (m, 1H), 3.82 – 3.60 (m, 2H), 3.47 – 3.36 (m, 1H), 3.31 – 3.19 (m, 1H), 2.34 (s, 3H), 1.59 – 1.49 (m, 1H), 1.49 – 1.38 (m, 1H), 1.38 – 1.22 (m, 1H), 1.16 (d, J=12.1 Hz, 1H).

Introduction of a new synthetic route about 60166-43-0

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Related Products of 60166-43-0,Some common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 75 mL pressure vessel equipped with a magnetic stirring bar was added (75% purity, yellow foam as the title compound. NMR (500MHz, DMSO-c e) delta 8.71 – 8.62 (m, 2H), 8.21 (t, J=7.3 Hz, 1H), 7.46 (d, J=8.1 Hz, 1H), 7.41 – 7.24 (m, 2H), 7.12 (t, J=9.4 Hz, 1H), 6.18 (br. s., 1H), 4.01 (br. s., 3H), 3.93 – 3.82 (m, 2H), 3.74 (d, J=9.9 Hz, 1H), 3.53 (d, J=8.8 Hz, 1H), 3.49 – 3.36 (m, 1H), 3.30 – 3.12 (m, 1H), 2.29 (s, 3H), 1.66 (d, J=1 1.7 Hz, 1H), 1.53 – 1.39 (m, 1H), 1.39 – 1.26 (m, 1H), 0.96 (d, J=12.5 Hz, 1H). LC/MS (M+H) = 491.4; HPLC conditions: Rt = 3.30 min (Phenomenex LUNA C 18 2 x 50 mm (4 min grad) eluting with 5-95% aq ACN containing lOmM NH4OAC, 0.8 mL/min, monitoring at 254 nm); Temperature: 40C).

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.