With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20485-41-0,4-Methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.
Example 144N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′- (morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4- methylthiazole-2-carboxamide EDCI (0.021 g, 0.11 mmol) was added to a solution of 4-methylthiazole-2-carboxylic acid (0.016 g, 0.11 mmol) and lH-benzo[d][l,2,3]triazol-l-ol hydrate (0.017 g, 0.11 mmol) in THF (2 mL) and stirred for 10 min. A solution of N-((ls,4s)-4-aminocyclohexyl)-2-(4′- (((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′-(morpholinomethyl)biphenyl-3-yloxy)-5- fluoronicotinamide (0.075 g, 0.10 mmol) and triethylamine (0.042 mL, 0.30 mmol) in DMF (2 mL) was then added and the reaction stirred for 20 h. The reaction was diluted with 10percent 2M HCl/MeCN (1 mL) and purified by reverse phase HPLC with aqTFA/MeOH as eluent to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, CD3OD) delta 8.14 (d, J= 2.9 Hz, IH), 8.04 (m, IH), 7.74 (m, IH), 7.58 (t, J= 7.9 Hz, IH), 7.51 (m, IH), 7.38 (m, 2H), 7.32 (m, IH), 7.20 (m, IH), 7.16 (m, IH), 4.43 (s, 2H), 4.12 (m, IH), 3.98 (m, IH), 3.90 – 3.66 (m, 4H), 3.79 (s, 2H), 3.43 (m, 2H), 3.29 – 2.74 (m, 4H), 3.13 (m, 2H), 2.44 (s, 3H), 2.27 (t, J= 12.3 Hz, 2H), 1.93 – 1.74 (m, 8H), 1.29 (d, J= 6.6 Hz, 6H). MS: APCI (+ve):756 (M+l), 20485-41-0
20485-41-0 4-Methylthiazole-5-carboxylic acid 209805, athiazole compound, is more and more widely used in various fields.
Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica