Acetic Acid → HCID 178476691, compound

Reaction equation

[C:1]([OH:4])(=[O:3])[CH3:2].[Cl:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]#[N:23])[CH:17]=3)=[CH:13][CH:14]=2)[C:9]([NH:24][C:25]([NH2:27])=[NH:26])=[N:8][CH:7]=1>COCCOC.CN1C(=O)CCC1>[C:1]([O-:4])(=[O:3])[CH3:2].[Cl:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]#[N:23])[CH:17]=3)=[CH:13][CH:14]=2)[C:9]([NH:24][C:25]([NH2:27])=[NH2+:26])=[N:8][CH:7]=1

Participants

Procedure

A solution of acetic acid (0.72 kg, mol) in DME (13.6 L) was added dropwise to a stirred solution of (4-chloro-7-(3-cyanophenyl)isoquinolin-1-yl)guanidine (4.4 kg, 13.7 mol) in NMP (14 kg) at 100° C. After addition the thick slurry was allowed to cool and was stirred overnight at room temperature. The solid was collected by filtration, washed with DME (4.9 L) and dried overnight in vacuo at 50° C. to give (4-chloro-7-(3-cyanophenyl)isoquinolin-1-yl)guanidinium acetate (6 kg, 143%) as an NMP wet off white solid.