Day: January 14, 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H7N3O2

(R) or (S) – benzyl 5-methyl-4-r2-(2H-1.2,3-tria2thetal-2-yl’)benzoyl1-l,4-diazepane-l-carboxylate (B-4)To a solution of 250 mg (1.0 mmol) of the first eluting enantiomer B-2, 200 mg (1.05 mmol) B-3, 185 mg (1.2 mmol) 1-hydroxybenzotriazole hydrate, and 421 muL (3.0 mmol) triethylamine in 3 mL of DMF was added 289 mg (1.5 mmol) EDC and the reaction was stirred 4 h at 5O0C. The reaction was partitioned between EtOAc and saturated aqueous NaetaCtheta3. The layers were separated and the organic was washed with water, brine, dried over MgSO4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide B-4 as a colorless gum. Data for B-4: LC/MS: rt = 2.25 min; m/z (M -I- H) = 420.0 found; 420.2 required.

According to the analysis of related databases, 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2008/8518; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1455-77-2, A common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, its 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.

A mixture of Zn(NO3)2¡¤6H2O (0.030 g, 0.1 mmol), H3btc (0.024 g, 0.1 mmol), Hdatrz (0.01 g, 0.10 mmol), NaHCO3 (0.025 g, 0.3 mmol) and H2O (10 mL) was placed in a 23 ml Teflon-lined stainless steel reactor under autogenous pressure at 160 ¡ãC for 60 h and then cooled to the room temperature slowly. Colorless prism crystals were obtained in 34percent yield based on Zn(NO3)26H2O. Anal. calcd. for C11H7N5O6Zn2 (436.00): C, 30.28; H, 1.61; N, 16.06percent. Found: C, 30.31; H, 1.58; N, 16.02percent. IR (KBr, cm?1) 3387(s), 3175(m), 1607(s), 1566(s), 1395(s), 1366(m), 1307(w), 1224(m), 1077(s), 853(w), 718(s), 688(m), 647(w).

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cui, Penglei; Li, Xiaohui; Journal of Molecular Structure; vol. 1081; (2015); p. 182 – 186;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one, molecular formula is C2H3N3O, 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. COA of Formula: C2H3N3O

To a solution of 29 (2.0g, 23.5mmol, 1.0 equiv.) in DCM (20mL), (BOC)2O (5.1g, 23.5mmol, 1.0 equiv.), DMAP (0.287g, 2.35mmol, 0.1 equiv.) and DIPEA (10.0mL, 58.7mmol, 2.5 equiv.) were added. The reaction was stirred at room temperature for 18h. The reaction mixture was concentrated under reduced pressure and purified by flash chromatography using DCM/MeOH (20:1, v/v) as mobile phase. Yield, 14%. 1H NMR (400MHz, DMSO-d6) delta 1.50 (s, 9H), 7.98 (s, 1H) ppm. 13C NMR (100MHz, DMSO-d6) delta 27.97, 85.83, 136.53, 147.15, 153.68ppm. ESI-MS for C7H11N3O [M-H]- 184.12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 930-33-6, its application will become more common.

Reference:
Article; Fonovi?, Ur?a Pe?ar; Knez, Damijan; Hrast, Martina; Zidar, Nace; Proj, Matic; Gobec, Stanislav; Kos, Janko; European Journal of Medicinal Chemistry; vol. 193; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4922-98-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4922-98-9 as follows.

Into a 50-mL round-bottom flask, was placed 3-phenyl-lH-l,2,4-triazol-5-amine (246 mg, 1.54 mmol, 1.00 equiv) in DMF (15 mL), HOBT (311 mg, 2.30 mmol, 1.50 equiv), EDCI (440 mg, 2.30 mmol, 1.50 equiv) and triethylamine (466 mg, 4.61 mmol, 3.00 equiv). Then 6-fluoro-l,2,3,4-tetrahydroquinoline-4-carboxylic acid (300 mg, 1.54 mmol, 1.00 equiv) was added in 2 mins later. The resulting mixture was stirred for 3 h at room temperature (25 ¡ãC). The reaction was then poured into 50 mL of water. The resulting solution was extracted with ethyl acetate (70 mL x 3), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied on a silica gel column and eluted with ethyl acetate/hexane (3/10). The collected fraction was concentrated to give 136.6 mg (26percent) of (5-amino-3- phenyl-lH-l,2,4-triazol-l-yl)(6-fluoro-l,2,3,4-tetrahydroquinolin-4-yl)methanone (17) as an off-white solid. MS (ES, m/z) [M+H]+: 338; HNMR (DMSO-^6, 300MHz ,ppm): delta 8.05- 8.00 (m, 2H), 7.70 (s, 2H), 7.53-7.48(m,3H), 6.89-6.79 (m, 2H), 6.55-6.52 (m, 1H), 5.87 (s, 1H), 4.95 (m, 1H), 3.26-3.18 (m, 2H), 2.23-2.145 (m, 1H), 2.13-2.08 (m, 1H).

According to the analysis of related databases, 4922-98-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE ROCKEFELLER UNIVERSITY; BRESLOW, Jan L.; PONDA, Manish P.; SELNICK, Harold; EGBERTSON, Melissa; (61 pag.)WO2017/123518; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3179-31-5,Some common heterocyclic compound, 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol, molecular formula is C2H3N3S, 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.

Step B–Cyclobutylmethyl 1,2,4-Triazol-3-yl Sulfide To a solution of 1,2,4-triazole-3-thiol (20.2 g; 0.20 mol) and sodium methoxide (11.8 g; 0.22 mol) in methanol (250 ml) is added cyclobutylmethyl methanesulfonate (36.4 g; 0.22 mol). The mixture was refluxed for 27 h under dry nitrogen, allowed to cool to 25 C. and filtered. The solid was washed with ethyl acetate and the organic solutions combined and evaporated. The residue was dissolved in water (250 ml) and extracted into ethyl acetate (250 ml) and dichloromethane (100 ml). The extracts were combined, dried (Na2 SO4), filtered and evaporated to afford crude cyclobutylmethyl 1,2,4-triazol-3-yl sulfide (21.8 g; 65%) as a white, sticky solid. NMR -d(CDCl3; 60 MHz) 1.5-2.8 (m), 3.2 (2H, d, J=7 Hz), 8.0 (1H, s) and 12.4 (1H, br s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-1,2,4-Triazole-3-thiol, its application will become more common.

Reference:
Patent; Rohm and Haas Company; US5308830; (1994); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15294-81-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 15294-81-2 as follows.

Iodomethane (1.819 mL, 29.1 mmol) was added cautiously to a suspension of 4,5- dibromo-lH-l,2,3-triazole (4.4 g, 19.40 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in THF (20 mL) at room temperature. The resulting mixture was stirred overnight. The reaction was poured into water (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with a 0-50percent ethyl acetate/isohexane) to give 4,5-dibromo-l-methyl-lH-l,2,3-triazole as a white solid (M+H 239.7; LCMS method 2).

According to the analysis of related databases, 15294-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 25537-64-8,Some common heterocyclic compound, 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, molecular formula is C3H3Br2N3, 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.

Butyl lithium 1.6M in hexanes (3.89 mL, 6.23 mmol) was added dropwise over 5min to a solution of 4,5-dibromo-l-methyl-lH-l,2,3-triazole (1 g, 4.15 mmol) in THF (20 mL) at – 75 C, maintaining the temperature <-70C. The resulting mixture was then stirred for 1 hr at - 78C. DMF (1.607 mL, 20.76 mmol) was then added and the mixture stirred for 30 min before being allowed to warm to room temperature. The reaction was quenched with 1M HCl (10 mL) and extracted with ether (3x50 mL). The combined organics were washed with brine (20 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with 0-50% ethyl acetate/isohexane) to give 4-bromo-l -methyl- 1H- l,2,3-triazole-5-carbaldehyde as a white solid (M+H30 207.9; LCMS method 2). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Dibromo-1-methyl-1,2,3-triazole, its application will become more common. Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, A common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, its 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.

M. (2S,4R)-5-Biphenyl-4-yl-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid 3-methyl-butyl ester (R4=H; R7=-(CH2)2-CH(CH3)2) (2S,4R)-4-Amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid (76 mg, 242 mumol) in MeCN (0.4 mL, 8 mmol) and 4 M HCl in 1,4-dioxane (242 muL, 969 mumol) was combined with 3-methyl-butan-1-ol (0.5 mL) at 60 C. The resulting mixture was stirred until solid precipitation was observed (~30 minutes). The solvent was evaporated under vacuum and the solids were azeotroped in toluene and dried under vacuum. 1,2,3-Triazole-4-carboxylic acid (0.0274 g, 0.242 mmol), DIPEA (169 muL, 969 mumol) and HATU (92 mg, 242 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with the dried solids, predissolved in DMF (0.2 mL) and DIPEA (0.5 eq.). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product was purified by preparative HPLC and lyophilized to yield the title compound (28 mg; purity 95%). MS m/z [M+H]+ calc’d for C27H34N4O4, 479.26. found 479.4.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1157938-97-0

To a solution of diisopropylamine (11 g) in dry THF (100 ml) 1.6 M solution of butyllithium in hexane (63 ml) was slowly added at -78 C. under nitrogen atmosphere. The mixture was allowed to warm up to -30 C., then re-cooled to -78 C. before propionitrile (5.4 g) was slowly added (exothermic reaction, cooling). The mixture was stirred at this temperature for ca. 15 min, 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (10 g) was added, the reaction mixture warmed up to -20 C. within ca. 1 hr and finally poured on aqueous solution of phosphate buffer (pH 7). The aqueous phase was extracted 3 times with ethylacetate (300 ml) and the combined organic phase was twice with water, dried with sodium carbonate, filtered and evaporated under reduced pressure providing the title compound: 9 g. The analytical data were identical with published in U.S. Pat. No. 6,300,353 and WO99/45008 for (2S,3R)-enantiomer.

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Carbo-Design LLC; US2011/87030; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 60166-43-0, A common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, its 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.

A mixture of 7-bromo-5-nitroisoquinolin-1(2H)-one (2b, 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 potassiumacetate (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 to room temperature, the reaction mixture was partitioned between ethyl acetate (300 mL) and water (300 mL). The organic phase was separated, washed with brine (300 mL), dried over sodium sulfate, concentrated to dryness, and purified by silica gel chromatography(eluting with a gradient of 0%-i 0% methanol in ethyl acetate), affording 7-(i 4-dimethyl- iH-i,2,3-triazol-5-yl)-5-nitroisoquinolin-i(2H)-one (2c, 2.55 g, 60%) as a solid. 1H NMR (400 MHz, DMSO-d6) oe 11.95 (br. s., 1 H), 8.57 (5, 2H), 7.55 (d, J=5.38 Hz, 1 H), 6.98 (d, J=7.34 Hz, iH), 4.00 (5, 3H), 2.29 (5, 3H). MS: 284 [M-i].

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.

Reference:
Patent; PFIZER INC.; KUMPF, Robert Arnold; KUNG, Pei-Pei; SUTTON, Scott Channing; WYTHES, Martin James; (138 pag.)WO2015/193768; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics