Methylamine → 4-(3-Fluorophenylsulfanyl)-2-(4-fluoro-2-trifluoromethylbenzoylamino)-3-hydroxy-N-methylbutyramide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][CH:10]([OH:30])[CH:11]([NH:16][C:17](=[O:29])[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[C:25]([F:28])([F:27])[F:26])[C:12](OC)=[O:13])[CH:5]=[CH:6][CH:7]=1.[CH3:31][NH2:32]>CO>[F:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][CH:10]([OH:30])[CH:11]([NH:16][C:17](=[O:29])[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[C:25]([F:28])([F:27])[F:26])[C:12]([NH:32][CH3:31])=[O:13])[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
760 mg (about 1.5 mmol) of crude product from step 1.5 were dissolved in methanol. With gentle cooling, gaseous methylamine was then introduced for 30 min. The mixture was stirred at RT for 15 h. The solvents were then removed, the residue was stirred with MTBE and the precipitate was filtered off with suction. This gave 416 mg (62% of theory over 2 steps) of the title compound (4:1 diastereomer mixture) as a colorless solid of m.p. 172° C.