Sodium hydroxide methanol → 3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid
Reaction equation
C[O:2][C:3](=[O:35])[CH2:4][CH2:5][N:6]([C:13]([C:15]1[CH:34]=[CH:33][C:18]2[N:19]([CH3:32])[C:20]([CH2:22][NH:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=3)=[N:21][C:17]=2[CH:16]=1)=[O:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+].CO>>[C:30]([C:27]1[CH:28]=[CH:29][C:24]([NH:23][CH2:22][C:20]2[N:19]([CH3:32])[C:18]3[CH:33]=[CH:34][C:15]([C:13]([N:6]([C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=4)[CH2:5][CH2:4][C:3]([OH:35])=[O:2])=[O:14])=[CH:16][C:17]=3[N:21]=2)=[CH:25][CH:26]=1)#[N:31]Participants
3
Reactant 2
Product 1
Conditions
- Temperature
- 40 °C
Procedure
To a solution of the product of 1d (13.0 mmol) in 100 mL methanol sodium hydroxide (20.0 mmol) was added. The mixture was stirred for 2.5 hours at 40° C. and then evaporated to dryness. The remaining solid was stirred with 100 mL water and the pH was adjusted to about 6 with concentrated acetic acid. The precipitated product was isolated by filtration, washed with water and dried at 60° C.