Hydrochloric Acid → N-({6-[(2-Hydroxyethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
Reaction equation
C([Si](C)(C)[O:6][CH2:7][CH2:8][NH:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([NH:19][S:20]([C:23]2[S:24][C:25]([CH2:29][CH2:30][O:31][CH3:32])=[C:26]([CH3:28])[CH:27]=2)(=[O:22])=[O:21])=[O:18])[CH:13]=[C:12]([S:33][CH3:34])[CH:11]=1)(C)(C)C.Cl>CO>[OH:6][CH2:7][CH2:8][NH:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([NH:19][S:20]([C:23]2[S:24][C:25]([CH2:29][CH2:30][O:31][CH3:32])=[C:26]([CH3:28])[CH:27]=2)(=[O:22])=[O:21])=[O:18])[CH:13]=[C:12]([S:33][CH3:34])[CH:11]=1Participants
4
Procedure
The below prepared N-({6-[(2-(tert-butyl-dimethyl-silanyloxy)-ethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide (0.160 g, 0.278 mmol) was dissolved in 5 mL of MeOH and treated with aq. HCl (1.0 mL 1 N). After 2 h at ambient temperature, the reaction mixture was poured onto icewater, twofold extracted with AcOEt, washed with water and brine, dried over magnesium sulfate, and evaporated to dryness. Crystallization from AcOEt gave 0.081 g of the title compound as off-white crystals.