Aminoacetonitrile hydrochloride → 2-[(4-bromophenyl)(1,3-thiazol-2-yl)methoxy]-N-(cyanomethyl)-4-methylpentanamide
Reaction equation
[K+].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:19]2[S:20][CH:21]=[CH:22][N:23]=2)[O:10][CH:11]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:12]([O-:14])=O)=[CH:5][CH:4]=1.Cl.[NH2:25][CH2:26][C:27]#[N:28]>>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:19]2[S:20][CH:21]=[CH:22][N:23]=2)[O:10][CH:11]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:12]([NH:28][CH2:27][C:26]#[N:25])=[O:14])=[CH:7][CH:8]=1Participants
3
Procedure
Using the same protocol as described in example 17, step 3, 2-[(4-bromophenyl)(1,3-thiazol-2-yl)methoxy]-4-methylpentanoic acid potassium salt from step 3 (427 mg, 1.11 mmol) was coupled with aminoacetonitrile HCl Salt. The crude residue obtained was chromatographed on silica gel using 50% ethyl acetate in hexanes to afford the title compound.
Workup
- customThe crude residue obtained
- custom