Tag: M.W:200-300

Reference of 1186050-58-7, 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. 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a 3-necked, 3 L, round- bottomed flask equipped with a nitrogen line, temperature probe, heating mantle, reflux condenser, mechanical stirrer, and 1 N aq. NaOH scrubber were added 2-fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid (Intermediate 12, 120.98 g, 75 wt%, 90.74 g actual, 438 mmol) and toluene (1 L). The mixture was warmed to 50 oC for 1 h with stirring. The mixture was then cooled to 25 oC and thionyl chloride (47.9 mL, 657 mmol) was added. The mixture was warmed back to 50 oC and held for 1 h. During this time, in a separate 5 L jacketed reactor equipped with a mechanical stirrer and temperature probe were added toluene (600 mL), aqueous sodium carbonate (185.7 g, 1 .75 mol in 1 .6 L water), and 2- (4,6-dimethyl-pyrimidin-2-yl)-octahydro-pyrrolo[3,4-c]pyrrole*HOAc(Intermediate 23, 122 g, 438 mmol). This biphasic mixture was cooled to 0 oC. After cooling to 0 oC, the original slurry was poured through a filter and over the stirring biphasic mixture of amine and aqueous sodium carbonate. The mixture was allowed to warm to room temperature. After 2 h, additional 2-(4,6- dimethyl-pyrimidin-2-yl)-octahydro-pyrrolo[3,4-c]pyrrole*HOAc (4 g, 14 mmol) was added and the mixture was stirred for 30 additional minutes. At the end of this period, the layers were separated and 100 mL of methanol were added to the organic layer. The organic layer was dried over MgSO , filtered, and concentrated to a white solid. This solid was taken up in ethanol (1 .4 L) and warmed to 77 oC. The mixture was then cooled to 55 oC and seeded with previously crystallized material. (Note: The seeds were generated from slurrying the initial product in 2-propanol at room temperature [100 mg/mL]). The mixture was cooled to room temperature at a rate of 5 oC per hour. After stirring at room temperature for 14 h, the mixture was filtered and dried to provide the final product as a white crystalline solid (136.84 g, 74%). 1H NMR (400 MHz, CDCIs): 7.88 – 7.78 (m, 1 .78H), 7.75 – 7.69 (s, 1 .22H), 7.51 – 7.43 (m, 1 H), 7.17 – 7.1 1 (m, 1 H), 6.30 – 6.28 (m, 1 H), 4.03 – 3.48 (m, 7H), 3.29 – 3.21 (m, 1 H), 3.15 – 2.92 (m, 2H), 2.30 (s, 6H). MS (ESI) mass calcd forC21 H22FN7O, 407.19; m/z found, 408 [M+H]+. Anal, calcd. for C21 H22FN7O C, 61 .90, H, 5.44, N, 24.06; found C, 61 .83, H, 5.42, N, 24.08

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, These common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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.

General procedure: A mixture of the primary amine, 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 31 (0.33 g, 1.6 mmol), N,N-diisopropylethylamine(DIPEA, 2.5 mL, 14.7 mmol), and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate(HATU, 0.91 g, 2.4 mmol) in DMF (3.2 mL) was stirredat room temperature for 17 h. The reaction was quenched by theaddition of water, and the mixture was extracted with EtOAc.The organic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by preparative HPLC to obtain the title compound7a as a colorless solid (0.18 g, 28% over 2 steps).

Statistics shows that 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 956317-36-5.

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 28938-17-2,Some common heterocyclic compound, 28938-17-2, name is 4,5-Dibromo-2-methyl-2H-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.

Example 1 3.0 g (12.45 mmol) of 2-methyl-4,5-dibromo-2H-1,2,3-triazole was dissolved in 25 ml of tetrahydrofuran, cooled to -20?-10C, 6.85 ml (13.7 mmol) of 2.0M isopropylmagnesium chloride tetrahydrofuran solution was added dropwise slowly in 30 minutes. Added dropwise was completed, continued to stir for 30?60 minutes. Chlorine was inleted slowly until reaction liquid was no longer heating up. Reaction liquid was added by 20 ml of saturated ammonium chloride aqueous solution, extracted by using 30 ml of methyl tertiary butyl ether, dried by anhydrous sodium sulfate, concentrated to dry under reduced pressure, the residual solid was added by 20 ml of methyl tertiary butyl ether/n-hexane (1/5), heated to reflux for 1 hour, cooled to 0?10C, continued to be stirred for 1 hour, filtered, vacuum dried under a temperature <40C. 2.06 g of 2-methyl-4-bromo-5-chloro-2H-1,2,3-triazole solid was obtained, the yield was 85%. 1H NMR (CDCl3, 400 MHz): delta 4.15 (s, 3H); 13C NMR (CDCl3, 400 MHz): delta 137.0, 120.8, 43.1. The synthetic route of 28938-17-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; ABA Chemicals Corporation; JIANG, Yueheng; QUE, Limin; CAI, Tong; QIN, Dongguang; EP2889292; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, 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. Safety of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione

Compound 10 was synthesized with reference to Patent CN10352440A reported. Compound 10 (50. 00mg,187 ¡¤ 02umol, 1 ¡¤ OOeq), compound 14 (54. 56mg, 224. 42umol, 1 ¡¤ 20eq) and potassium carbonate (31. 02mg,224. 42umol, 1.20eq) were dissolved in N, Nu- dimethylformamide (10. OOmL), and the reaction was stirred between 15 C under 2.5 hours. After completion of the reaction, the reaction solution was spin-dried to give the crude product as a yellow solid. The crude product is purified by PTLC thin layer chromatography (developingSolvent: 50% ethyl acetate / petroleum ether) to give compound 15 as a colorless oil.

The synthetic route of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Matilda drug R & D Co., Ltd.; Wang, Jainfei; Zhang, Jing; Zhang, Long; Zhang, Yang; Li, Jian; Chen, Shuhui; (43 pag.)CN105622531; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1186050-58-7, 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. 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Dissolve 2-fluoro-6- (2H- 1,2,3 -triazol-2-yl) benzoic acid (0.69 g, 3.33 mmol) with anhydrous dichloromethaneThionyl chloride (8 mL, 109.0 mmol) and DMF (0.04 mL, 0.5 mmol) were slowly added and the reaction was gradually warmed to reflux for 3 hours. The reaction was stopped, cooled and the solvent was slowly evaporated under reduced pressure. The resulting product was used directly in the next step.

The synthetic route of 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Xu Juan; Zhong Wenhe; Zhang Yingjun; Liu Qi; (35 pag.)CN105949203; (2016); A;,
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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H3Br2N3

A mixture of 1,2,3, 4-tetrahydroisoquino line (1.1 g, 8.3 mmol), intermediate 32 (0.2 g, 8.3 mmol), K2C03 (2.3 g, 16.6 mmol) in DMF (20 ml) was heated at 160 C for 45 min using microwave irradiation. The r.m. was cooled and then poured onto 1?0 and extracted with DCM. The organic layer was dried (MgSC^) and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH from 100/0 to 97/3). The product fractions were collected and concentrated in vacuo, yielding 900 mg of intermediate 33 (40 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 23579-79-5.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; VAN BRANDT, Sven, Franciscus, Anna; DE CLEYN, Michel, Anna, Jozef; GIJSEN, Henricus, Jacobus, Maria; BERTHELOT, Didier, Jean-Claude; SURKYN, Michel; WO2011/86099; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 7411-23-6

To a sol. of 3,5-dibromo-lH-l,2,4-triazole (60 g, 264.48 mmol) in CH3CN (600 mL) were added 2-(2-bromoethoxy)tetrahydro-2H-pyran (48.01 mL, 317.38 mmol) and DIPEA (48.08 mL, 290.93 mmol). The r.m. was stirred at 90 C for 3 h. The mixture was then diluted with EtOAc and washed with a sat. aq. NaHC03 sol. and brine. The separated o.l. was dried (MgS04), filtered and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica; eluent: DCM/(7 N NH3 in MeOH) from 100/0 to 97/3). The product fractions were collected and the solvent evaporated in vacuo. Yield: 72 g of intermediate 45 (77% yield).

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; MINNE, Garrett, Berlond; BISCHOFF, Francois Paul; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; WO2013/10904; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, molecular formula is C15H13N3S, 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: C15H13N3S

A pressure vessel containing the compound of Formula (5) (10 g, 37.40 mmol) and methyl 3-bromopropionate (7.73 g, 44.88 mmol) in N,N-dimethylformamide (70 mL) was sealed and heated to an external temperature of 60 C. for 3 days. The reaction was then cooled to room temperature to allow for a sample of the reaction mixture to be taken for 1H-NMR analysis (91% conversion). Methyl 3-bromopropionate (97%, 1.25 g, 7.48 mmol) was charged to the vessel and the reaction was re-sealed and heated to an external temperature of 60 C. for 24 hours. Following completion of the reaction, the reaction solution was concentrated in vacuo at 35-40 C. to remove the N,N-dimethylformamide. The resulting oil residue was then dissolved in dichloromethane (100 mL) and washed with a saturated aqueous sodium bicarbonate solution (50 mL), with the organic phase being dried over anhydrous sodium sulfate and concentrated in vacuo at 30-35 C. to afford a green oil (17.07 g). The oil was purified by silica gel column chromatography (column 27 cm*6 cm), using a gradient system of ethyl acetate and heptanes (2 L, 40:60 ethyl acetate:heptanes; 1 L, 50:50 ethyl acetate:heptanes; 2 L, ethyl acetate) to afford the compound of Formula (11) (9.75 g; 67% yield from the compound of Formula (5)) as a dark oil. 1H-NMR (CDCl3, 300 MHz) delta: 0.78-0.93 (2H, m), 1.12-1.21 (2H, m), 2.42 (1H, tt, J=5.44 Hz, 8.46 Hz), 2.91 (2H, t, J=6.77 Hz), 3.47 (2H, t, J=6.86 Hz), 3.64 (3H, s), 7.30 (1H, d, J=8.25 Hz), 7.35 (2H, s), 7.57 (1H, apparent dt, J=1.02 Hz, 8.22 Hz), 7.66 (1H, apparent dt, J=1.02 Hz, 8.04 Hz), 8.30 (1H, s), 8.54 (1H, d, J=8.44 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1533519-84-4, its application will become more common.

Reference:
Patent; Apotex Inc.; Bodhuri, Prabhudas; Green, Melanie R. A.; Karadeolian, Avedis; Weeratunga, Gamini; Gorin, Boris; (33 pag.)US2018/258057; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 423165-07-5, 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. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Compound (I) (3.09 g) as prepared in Example 5, compound (II) (2.34 g) as prepared in Example 4, and THF (30 g) were mixed in a round bottom flask. After the mixture was cooled in an ice bath and reacted for 10 min, HOAc (1.5 g) was added into the mixture and reacted for another 10 min. Subsequently, NaBH(OAc)2 (3.2 g) was added into the reaction mixture to reduce intermediate to crude product. The whole reaction mixture was quenched with 15% NaOH to pH >10. The organic phase was collected by phase separation, and concentrated under reduced pressure. Maraviroc (4.6 g) in a form of white powder was obtained from the concentrate by crystallization with EA.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCI Pharmtech, Inc.; Wang, Heng-Yen; Kao, Chen-Yi; US2019/248782; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, 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 7411-23-6 as follows.

A mixture of salt 1a (1 g, 2.9 mmol), 3,5-dibromo-1,2,4-triazole (0.66 g, 2.9 mmol), and K2CO3 (1.20 g, 8.7 mmol) in DMF (10 ml) was refluxed for 2 h. The mixture was cooled and poured into water (50 ml). The precipitate formed was filtered off and recrystallized from DMF. Yield 0.56 g (64%), colorless crystals; mp 244-246 C. IR spectrum, nu, cm-1: 3078, 3059, 3040 (H arom), 2932 (H2), 1628, 1558, 1531, 1512, 1466, 1439, 1404, 1292, 1265, 1215, 1173, 1157, 1142, 1068, 987, 972, 818, 768, 748, 717. 1H NMR spectrum (DMSO-d6), delta, ppm: 5.61 (2H, s, CH2); 7.35 (1, d, J = 9.2, H Ar); 7.51 (1, dd, J = 8.2, J = 0.9, H Ar); 7.61 (1, dd, J = 8.2, J = 1.4, H Ar); 7.76 (1H, d, J = 8.2, H Ar); 7.90-7.93 (2, m, H Ar). 13C NMR spectrum (DMSO-d6), delta, ppm: 45.1 (CH2); 108.5 (C); 117.1 (CH); 122.8 (CH); 126.3 (CH); 128.3 (CH); 128.9 (CH); 129.8 (C); 130.7 (CH); 130.8 (C); 137.5 (C); 145.4 (C); 153.37 (C). Found, %: 51.78; 2.57; N 14.03. C13H8BrN3O. Calculated, %: C 51.68; H 2.67; N 13.91.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Osyanin; Osipov; Klimochkin, Yu. N.; Chemistry of Heterocyclic Compounds; vol. 47; 12; (2012); p. 1607 – 1609; Khim. Geterotsikl. Soedin.; vol. 47; 12; (2011); p. 1914 – 1916,3;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics