2,3,4,5-Tetrahydro-1,5-benzothiazepine → 5-(4-Cyano-3-methylbenzoyl)-2,3,4,5-tetrahydro-1,5-benzothiazepine
Reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][C:4]=1[CH3:12])#[N:2].[S:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[NH:17][CH2:16][CH2:15][CH2:14]1>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:17]2[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[S:13][CH2:14][CH2:15][CH2:16]2)=[O:9])=[CH:5][C:4]=1[CH3:12])#[N:2]Participants
3
Procedure
The carboxylic acid from Example C (0.27 g; 1.68 mmol) was reacted with 2,3,4,5-tetrahydro-1,5-benzothiazepine (0.28 g, 1.70 mmol) according to the procedure in Example 1A. The product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 60:40); yield 0.43 g (84%).
Workup
- customThe product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 60:40)