Hydrochloric Acid → 4-Amino-5-chloro-2-hydroxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide
Reaction equation
C([S-])C.[Na+].[NH2:5][C:6]1[C:22]([Cl:23])=[CH:21][C:9]([C:10]([NH:12][CH:13]2[CH:18]3[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]3)[CH2:14]2)=[O:11])=[C:8]([O:24]C)[CH:7]=1.Cl>CN(C=O)C>[NH2:5][C:6]1[C:22]([Cl:23])=[CH:21][C:9]([C:10]([NH:12][CH:13]2[CH:18]3[CH2:17][CH2:16][N:15]([CH2:20][CH2:19]3)[CH2:14]2)=[O:11])=[C:8]([OH:24])[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of sodium ethanethiolate in DMF is added 4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide and the mixture heated under reflux to 1 h. After cooling, the mixture is neutralized with hydrochloric acid, concentrated in vacuo and the residue purified by chromatography to give the title compound.