HCID 24757386, compound → HCID 24757470, compound
Reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][N:7]([C:12]3[CH:17]=[CH:16][C:15]([CH:18]([CH3:26])[C:19]([O:21]C(C)(C)C)=[O:20])=[CH:14][CH:13]=3)[C:8]2=[O:11])=[CH:4][CH:3]=1>C(O)=O>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][N:7]([C:12]3[CH:13]=[CH:14][C:15]([CH:18]([CH3:26])[C:19]([OH:21])=[O:20])=[CH:16][CH:17]=3)[C:8]2=[O:11])=[CH:4][CH:3]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of tert-butyl 2-(4-(6-chloro-1-oxoisoindolin-2-yl)phenyl)propanoate (0.157 g, 0.422 mmol) and formic acid (15.7 mL) was stirred overnight at room temperature. The mixture was then concentrated under reduced pressure, suspended in hexanes (5 mL), sonicated, and the solids collected by filtration to afford 2-(4-(6-chloro-1-oxoisoindolin-2-yl)phenyl)propanoic acid (0.118 g, 89%) as a white solid: mp 235-248° C. (dec); 1H NMR (500 MHz, DMSO-d6) δ 12.35 (br s, 1H), 7.83 (d, J=8.5 Hz, 2H), 8.44 (s, 1H), 7.78 (m, 2H), 7.51 (m, 2H), 5.02 (s, 2H), 3.69 (q, J=7.0 Hz, 1H), 1.38 (d, J=7.0 Hz, 3H); ESI MS m/z 348 [M+H+CH3OH]+.