N-[5-(bromoacetyl)-4-methyl-1,3-thiazol-2-yl]acetamide → HCID 86649582、化合物

反応式

Br[CH2:2][C:3]([C:5]1[S:9][C:8]([NH:10][C:11](=[O:13])[CH3:12])=[N:7][C:6]=1[CH3:14])=O.[F:15][C:16]([F:24])([F:23])[C:17]1([C:20](=[S:22])[NH2:21])[CH2:19][CH2:18]1>CO.[OH-].[O-2].[P-3].[Mo]>[CH3:14][C:6]1[N:7]=[C:8]([NH:10][C:11](=[O:13])[CH3:12])[S:9][C:5]=1[C:3]1[N:21]=[C:20]([C:17]2([C:16]([F:24])([F:23])[F:15])[CH2:19][CH2:18]2)[S:22][CH:2]=1

参加物

実験手順

To a solution of N-[5-(2-bromo-acetyl)-4-methyl-thiazol-2-yl]-acetamide (0.29 g, prepared as described in WO 2005/068444) in MeOH (15 mL) at rt was added 1-trifluoromethyl-cyclopropanecarbothioic acid amide [871913-36-9] (0.20 g) and ammoniumphosphomolybdate (0.15 g). After stirring 18 h at rt, the reaction mixture was partitioned between EtOAc and water, the organic layers dried over Na2SO4 and evaporated to give the crude product. Purification by flash chromatography with an eluent of 1% MeOH in CH2Cl2 gave the title compound. MS (ESI): positive 348.1 (M+H), negative 346.1 (M−H).