Downstream synthetic route of 51640-36-9

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various.

51640-36-9, 2-Chlorothiazole-5-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

51640-36-9, Step 1: Ethyl 2-(6-(5-cyanothiazol-2-yloxy)-l-hydroxy-4-methyl-l,3- dihydrobenzo[c] [1,2] oxaborol-3-yl) acetate[0665] To a mixture of ethyl 2-(l ,6-dihydroxy-4-methyl-l ,3- dihydrobenzo[c][l,2]oxaborol-3-yl)acetate (3.75 g, 15 mmol, 1 eq.) and 2- chlorothiazole-5-carbonitrile (3.25 g, 22.5 mmol, 1.5 eq.) in 100 ml DMF was added cesium carbonate (14 g, 45 mmol, 3 eq.). The reaction was heated at 7O0C for two hours. It was then quenched by water, extracted with EtOAc, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude was purified by column chromatography (4.3 g, yield 80%). MS (ESI) m/z = 111 [2M+H]+.

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ANACOR PHARMACEUTICALS, INC.; GLAXOSMITHKINE LLC; XIA, Yi; ALLEY, Michael, Richard Kevin; ZHOU, Yasheen; SINGH, Rajeshwar; DING, Charles; CAO, Kathy; PLATTNER, Jacob, J.; OU, Ligong; JIA, Guofeng; SARASWAT, Neerja; RAMACHANDRAN, Sreekanth; ZHOU, Ding; WO2011/17125; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 51640-36-9

As the paragraph descriping shows that 51640-36-9 is playing an increasingly important role.

51640-36-9, 2-Chlorothiazole-5-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an NMP (1 mL) solution of (fraiis)-/V-(azetidin-3-yl)-3-(5-fluoro-2- methoxyphenoxy)cyclobutanecarboxamide, trifluoroacetic acid salt (Intermediate 71 ) (27 mg, 0.066 mmol) and 2-chlorothiazole-5-carbonitrile (14 mg, 0.099 mmol) in a microwave reaction vial was added N,N-diisopropylethylamine (0.04 mL, 0.2 mmol). The reaction was heated in a microwave (145 C) for 1 .5 h, concentrated and loaded onto a semi-prep HPLC (TFA as modifier) for purification. The purified sample was dissolved in DCM, washed with saturated aqueous NaHCC>3 solution, and then concentrated to afford the title compound as a pale yellow solid (22 mg, 84%). 1H NMR (400 MHz, CDCI3) delta 2.53 (ddd, J = 13, 10, 6 Hz, 2 H), 2.75 (ddd, J = 14, 7, 4 Hz, 2 H), 2.96-3.09 (s, 1 H), 3.82 (s, 3 H), 4.04 (dd, J = 10, 5 Hz, 2 H), 4.50 (t, J = 9 Hz, 2 H), 4.92-5.01 (m, 2 H), 5.96 (d, J = 7 Hz, 1 H), 6.46 (dd, J = 10, 3 Hz, 1 H), 6.60 (td, J = 8, 3 Hz, 1 H), 6.79 (dd, J = 9, 5 Hz, 1 H), 7.68 (s, 1 H); LC-MS (LC-ES) M+H = 403.

As the paragraph descriping shows that 51640-36-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 51640-36-9

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51640-36-9,2-Chlorothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.

To a solution of Example 1A (1.18 g, 7.75 mmol) in N,N-dimethylformamide (50 mL) was added potassium carbonate (1.1 g, 7.96 mmol), 2-chlorothiazole-5-carbonitrile (CAS 51640-36-9, 1.12 g, 7.75 mmol) and then the reaction was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with water (3¡Á50 mL) and brine (50 mL). The organics were dried over magnesium sulfate, filtered, and evaporated. The product was purified via silica-gel column chromatography using dichloromethane as the eluent. The title compound was obtained as white solid (2.0 g), 1H NMR (300 MHz, CDCl3) delta ppm 7.76 (s, 1H) 7.12-7.23 (m, 2 H) 6.87-7.00 (m, 2 H) 4.44-4.65 (heptet, J=6.25 Hz, 1 H) 1.36 (d, J=6.25 Hz, 6 H), MS (DCI): m/z 261 (M+H)+.

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Gu, Yu Gui; Weitzberg, Moshe; Xu, Xiangdong; Clark, Richard F.; Zhang, Tianyuan; Li, Qun; Hansen, Todd M.; Sham, Hing; Beutel, Bruce A.; Camp, Heidi S.; Wang, Xiaojun; US2007/225332; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica