Sodium Hydroxide → HCID 18455048, compound
Reaction equation
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]([S:20]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])=[CH:6][CH:5]=1.[OH-].[Na+]>CO.CC#N>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([S:20]([N:11]([CH2:10][C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:30])=[O:2])=[CH:9][CH:8]=2)[CH:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])(=[O:21])=[O:22])=[CH:24][CH:25]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
rac-4-{[(4-Chloro-benzenesulfonyl)-(2-oxo-azepan-3-yl)-amino]-methyl}-benzoic acid methyl ester (0.95 g, 2.10 mmol) in a mixture of MeOH/CH3CN (50 ml, 1:1 v/v) was treated with 1 N NaOH (2.5 ml) for 24 h. Solvent was removed under reduced pressure and the residue dissolved in ethyl acetate and washed with 5% KHSO4/10% K2SO4 (2×). The aqueous washes were extracted with ethyl acetate and the combined organic fractions were washed with brine, dried (Na2 SO4), filtered, concentrated under reduced pressure and lyophilized from water/CH3CN: lyophilisate, 0.87 g; MS: m/e=435.2 (MH−)