Sodium Hydroxide → 2-Chloro-4-fluoro-3-(pivalamidomethyl)benzoic acid
Reaction equation
[Cl:1][C:2]1[C:11]([CH2:12][NH:13][C:14](=[O:19])[C:15]([CH3:18])([CH3:17])[CH3:16])=[C:10]([F:20])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>C1COCC1.CO.O>[Cl:1][C:2]1[C:11]([CH2:12][NH:13][C:14](=[O:19])[C:15]([CH3:16])([CH3:17])[CH3:18])=[C:10]([F:20])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]Participants
4
Procedure
The title compound was prepared following the procedure described in step-3 of Intermediate-2 using methyl 2-chloro-4-fluoro-3-(pivalamidomethyl)benzoate (350 mg, 1.16 mmol) in THF:MeOH:H2O (3:2:1; 6 mL) and NaOH (93 mg, 2.32 mmol) to afford 250 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 12.55 (br s, 1H), 7.78 (m, 2H), 7.32-7.26 (t, J=8.7 Hz, 1H), 4.38 (d, J=4.5 Hz, 2H), 1.07 (s, 9H).