With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.,59418-09-6
A solution of 1-(trans-3-aminocyclobutyl)-3-cyclopropyl-1H-imidazo[4,5-b]pyrazin-2(3H)-one hydrochloride (Intermediate 79, 1.00 g, 3.55 mmol), methyl 2-chloro-4-thiazolecarboxylate (0.820 g, 4.61 mmol), and diisopropylethylamine (3.09 mL, 17.75 mmol) in DMSO (10 mL) was stirred at 120 C. for 18 h. The reaction was allowed to cool to room temperature, diluted with water and extracted with EtOAc. EtOAc was concentrated and residue purified with ISCO using silica gel column eluting with 0-70% EtOAc/hexane to give the title compound methyl 2-((trans-3-(3-cyclopropyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)cyclobutyl)amino)thiazole-5-carboxylate (0.380 g, 0.983 mmol, 27.7% yield). m/z: 387.0 (M+1); 1H NMR (400 MHz, DMSO-d6) delta: ppm 8.38 (d, J=6.46 Hz, 1H), 7.99 (q, J=3.26 Hz, 2H), 7.60 (s, 1H), 5.15 (t, J=8.31 Hz, 1H), 4.28-4.47 (m, 1H), 3.77 (s, 3H), 3.18-3.30 (m, 2H), 2.88-3.07 (m, 1H), 2.34-2.47 (m, 2H), 0.91-1.13 (m, 4H).
59418-09-6 Methyl 4-thiazolecarboxylate 2773414, athiazole compound, is more and more widely used in various fields.
Reference：
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica