With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.
64987-16-2, A solution of 10 (1.044 g, 5.00 mmol) and Na2CO3 (0.530 g,5.00 mmol) in DMF (20 mL) was stirred at room temperature for 15 min. 2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one (1.852 g, 5.00 mmol) was added and mixture was stirred at 80 C overnight. Solvent was removed under reduced pressure, residue was suspended in ethyl acetate (60 mL) and successively washed with 10% citric acid (2 x 30 mL), saturated aqueous NaHCO3 solution (2 x 30 mL) and brine (30 mL), dried over Na2SO4, filtered and the solvent removed under reduced pressure. The crude product was recrystallized from methanol. Yield: 1.630 g (77.0%); white crystals; m.p. 200-202 C; IR (ATR) nu 3352, 3232, 3129, 2982, 1698, 1650, 1543, 1505, 1442, 1410, 1368, 1274,1218, 1172, 1116, 1085, 1010, 980, 886, 854, 823, 782, 729,687 cm-1; 1H NMR (400 MHz, DMSO-d6): delta 3.63 (s, 3H, CH3), 3.75 (s, 2H, CH2), 7.04 (s, 1H, thiazole-H), 7.45 (d, 1H, J = 2.6 Hz, pyrrole-H), 12.42 (s, 1H, NH), 13.12 (s, 1H, NH) ppm; 13C NMR (100 MHz, DMSO-d6): delta 36.4, 51.7, 98.8, 107.8, 110.8, 115.4, 125.8, 143.7, 156.6, 157.8, 170.5 ppm; HRMS (ESI-) m/z for C11H8N3O3SBr2 ([M-H]-): calcd 419.8653, found 419.8650; HPLC: method A, tr 13.09 min (95.4% at 254 nm).
The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Toma?i?, Tihomir; Mirt, Matic; Baran?okova, Michaela; Ila?, Janez; Zidar, Nace; Tammela, Paeivi; Kikelj, Danijel; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 338 – 349;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica