Category: 405939-39-1

405939-39-1,405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of diisopropylamine (64 ml, 446 mmol) in 200 mL of tetrahydrofuran was added to a dry three-neck bottle, which was protected under nitrogen, and cooled to 0 C, and then n-butyllithium (2.5M, 173ml, 431.7mmol) was added. The reaction was conducted for 1 hour after addition was completed. A solution of tert-butyl 5-bromothiazol-2-ylcarbamate in 400 mL of tetrahydrofuran was added dropwise at 0 C, and the reaction was conducted for 2 hours after addition was completed. TLC showed the reaction was completed. At 0 C, the reaction was quenched by slow addition of ice water (5 mL), stirred for 30 min, then saturated ammonium chloride (500mL) aqueous solution was added, and separated. The aqueous layer was extracted with dichloromethane (2 ¡Á 300 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was recrystallized with petroleum ether : ethyl acetate = 30:1 to give 31g of tert-butyl 4-bromothiazol-2-ylcarbamate as a white solid, yield 77.5%, MS(ESI): m/z 278.98 (M + H)+.

As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; Genfleet Therapeutics (Shanghai) Inc.; ZHOU, Gang; (44 pag.)EP3613737; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 158 diisopropylamine (64mL, 446mmol) in 154 THF (100mL) was added dropwise 159 n-BuLi (2.5M, 173mL) under N2 atmosphere at 0C. After that a solution of 156 47 (40g, 143.9mmol) in THF (400mL) was added dropwise at 0C. The reaction mixture was stirred at the same temperature for 2h, and then quenched with sat. 160 NH4Cl (500mL) and extracted with ethyl acetate (3¡Á300mL). The combined organic layers were washed with brine (100mL) and dried over anhydrous Na2SO4. The organic layers were evaporated to dryness and the crude product was purified by silica gel flash chromatography (eluting with ethyl acetate in 74 petroleum ether 1-30%) to give the 20 title compound 48 as a white solid (31.2g, yield=78%). 1H NMR (400MHz, CDCl3) delta 8.05 (br, 1H), 6.78 (s, 1H), 1.56 (s, 9H); LC/MS (ESI, m/z) 222.98 [M+H-56]+.

405939-39-1, The synthetic route of 405939-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.405939-39-1,tert-Butyl (5-bromothiazol-2-yl)carbamate,as a common compound, the synthetic route is as follows.

Example 15, Step F[00158] To LDA (177.21 mmol) in THF (100 mL) was added compound 15_2 (15 g, 53.7 mmol) in THF dropwise at 0C under N2 and the mixture stirred at 0C for 15 mins. Diethyl pyrocarbonate (28.73 g, 177.21 mmol) was then added dropwise at 0C and the reaction mixture stirred at room temperature overnight. The mixture was diluted with EtOAc and washed with water, brine, dried over MgS04 and concentrated in vacuo. The residue was purified by silica column chromatography (PE: EtOAc=10:1) to afford product 15_3 (6 g, 32% yield).[00159] This compound was characterized by proton NMR (1HNMR) in accordance with the procedures described herein. Proton NMR yielded the following results: 1H NMR (CDCI3, 400 MHz): delta 9.409 (brs, 1 H), 4.367 (q, 2H, J=7.2 Hz), 1.577 (s, 9H), 1.380 (t, 3H, J=7.2 Hz).

405939-39-1, As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo; WO2012/8999; (2012); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.405939-39-1,tert-Butyl (5-bromothiazol-2-yl)carbamate,as a common compound, the synthetic route is as follows.

Example 18, Step F[00180] To (i-Pr)2NH (59.7 g, 0.591 mol) in THF (250 mL) at 0C was added n-BuLi (236 mL, 2.5 M, 0.591 mol) was added slowly. The reaction mixture was stirred for 20 mins after which a THF solution of compound 15_2 (50 g, 0.179 mol) was slowly added to the reaction mixture with continued stirring. The mixture was stirred for 30 mins at 0C and then DMF (43.1 g, 0.591 mol) added. The mixture was stirred for 12 hrs at r.t. and diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by silica chromatography to give compound 18_1 (35 g, 64%) as a white solid. [00181] This compound was characterized by proton NMR (1HNMR) in accordance with the procedures described herein. Proton NMR yielded the following results: 1H NMR (DMSO-d6, 400MHz): delta 9.73(s, 1 H); 1.47(s, 9H)., 405939-39-1

The synthetic route of 405939-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo; WO2012/8999; (2012); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,405939-39-1

To a solution of tert-butyl N-(5-bromo-l,3-thiazol-2-yl)carbamate (5 g, 17.9 mmol) in tetrahydrofuran (100 ml) was added dropwise LDA (29.4 ml, 2 mol/L) at -78 C, and the resulting mixture was stirred for 1 h at -78C. Then the mixture was added a solution of hexachloroethane (14 g, 59.1 mmol) in tetrahydrofuran (50 ml) at -78 C. The reaction was stirred for additional 15 h at room temperature. The reaction was quenched by water, then extracted with dichloromethane and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/petroleum ether (1/9) to afford tert-butyl N-(4-bromo-5-chloro-l,3-thiazol-2-yl)carbamate (4.07 g , 72%) as brown oil. LCMS (ESI): M+H+ = 313.0.

As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dissolved ferf-butyl (5-bromothiazol-2-yl)carbamate (0.5 g, 2.49 mmol) in tetrahydrofuran (12.4 ml_ ) and cooled to -78 C. Carefully added n-butyllithium (1 .6M in hexanes, 1 .59 ml_, 3.98 mmol) and stirred for 10 minutes, followed by 3-chloro-5-fluorobenzaldehyde (424 mI_, 3.48 mmol). Quenched with saturated aqueous ammonium chloride (15 ml_) and extracted with ethyl acetate (20 ml_). Washed with brine (15 ml_), then dried over sodium sulfate. Filtered, then concentrated in vacuo. Purified reaction by column chromatography (eluting with 0-50% ethyl acetate/hexanes through 40g of silica gel) to give ferf-butyl (5-((3-chloro-5-fluorophenyl)(hydroxy)methyl)thiazol-2-yl)carbamate as an orange oil (138mg, 0.384 mmol, 15%). NMR (300 MHz, Chloroform-d) d 7.25 – 6.95 (m, 4H), 5.99 (s, 1 H), 1 .54 (s, 9H)., 405939-39-1

405939-39-1 tert-Butyl (5-bromothiazol-2-yl)carbamate 21300388, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica