As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
A mixture of 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide (32a) (0.20 g, 0.51 mmol) and 1-(ethoxycarbonylmethyl)piperazine (33) (0.17 g, 1.01 mmol) in 4 mL of EtOH was heated with a CEM Discover microwave at 250 W, Pmax 150 C. for 45 min. The resulting mixture was treated with EtOH (6 mL) and then stirred at rt for 1 h. The solid was collected on a filter to give 0.24 g of ethyl 2-(4-(6-(5-((2-chloro-6-methylphenyl)carbamoyl)thiazol-2-ylamino)-2-methylpyrimidin-4-yl)piperazin-1-yl)acetate (34a) (89% yield). HPLC>99% pure (Rt 2.517 min); LC/MS (ES-) 530/532 (M+H, 100); 1H NMR (DMSO-d6) delta 11.48 (s, 1H), 9.86 (s, 1H), 8.22 (s, 1H), 7.40 (m, 1H), 7.28 (m, 2H), 6.06 (s, 1H), 4.10 (q, J=7.1 Hz, 2H), 3.53 (s, 4H), 3.29 (s, 2H), 2.59 (t, J=4.6 Hz, 4H), 2.41 (s, 3H), 2.24 (s, 3H), 1.20 (t, J=3H); Anal. Calcd for C24H28ClN7O3S: C, 54.38; H, 5.32; Cl, 6.69; N, 18.50; S, 6.05. Found:: C, 54.24; H, 5.16; Cl, 6.80; N, 18.59; S, 6.09.HPLC conditions column: YMC ODS-A S5 4.6×50 mm; UV: 220 nm; gradient time: 4 min; flow rate: 4 mL/min, 0-100% B; solvent A: 10% MeOH/90% H2O with 0.2% H3PO4, solvent B: 90% MeOH/10% H2O with 0.2% H3PO4.
With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.
Reference:
Patent; Bristol-Myers Squibb Company; US2007/219370; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia