With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3364-78-1,2-(Chloromethyl)thiazole,as a common compound, the synthetic route is as follows.
To a stirred solution of 2-(chloromethyl)thiazole (D) (0.97 g, 6.46 mmol), tert-butyl 4-9(4,4,5 ,5-tetramethyl- 1 ,3 ,2-dioxaborolan-2-yl)-5 ,6-dihydropyridine- 1 (2H)-carboxylate (E) (1 g, 3.23 mmol) in dry DMF (10 mL) was added K2C03 (1.33 g, 9.69 mmol) at 20- 35C and the mixture was degassed with N2 for 10 minutes. Then Pd(dppf)2Ci2 (260 mg, 0.32 mmol) was added, again degassed with N2 for another 10 minutes and heated at 110C for 14 h. Then the reaction mixture was cooled to 20-35C, diluted with water (100 mL) and extracted with ethyl acetate (2×100 mL). The organic layer was washed with brine (100 mL), dried over anhydrous Na2S04 and filtered. The filtrate was rotary evaporated under vacuum to get residue which was purified by column chromatography using a mixture of 30% ethyl acetate/hexane as an eluent to get the desired compound as a light brown liquid (400 mg, 44%); NMR (400MHz, DMSO-<) delta 7.70 (d, J=3.4 Hz, 1H), 7.60 (d, J=3.5 Hz, 1H), 5.60 (s, 1H), 3.82 (s, 2H), 3.71 (s, 2H), 3.38 (t, J=5.9 Hz, 2H), 2.06-1.96 (m, 2H), 1.40 (s, 9H). 3364-78-1, The synthetic route of 3364-78-1 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; UM PHARMAUJI SDN. BHD; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/195844; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica