Sodium Hydroxide → HCID 53482143, compound

Participants

Reaction Conditions

Reaction Steps

To isobutyl 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)-2,2-dimethylpentanoate 3 (50 mg, 0.086 mmol) in MeOH (2 mL) is added NaOH (3 mL, 2M, 6.00 mmol) and the reaction is heated at 60° C. overnight. The MeOH is removed by evaporation, and the solution is acidified to pH 5. The solid is collected by filtration then purified by HPLC to give 30 mg (64% yield) of 5-[(5-Cyclopropyl-3-methylcarbamoyl-2-p-tolyl-furo[2,3-b]pyridin-6-yl)-methanesulfonyl-amino]-2,2-dimethyl-pentanoic acid 1H-NMR (DMSO-d6, 400 MHz) δ 12.05 (m, 1H), 8.49 (m, 1H), 7.74 (d, 2H, J=8 Hz), 7.55 (s, 1H), 7.36 (d, 2H, J=8 Hz), 3.65 (m, 2H), 3.16 (s, 3H), 2.83 (d, 3H, J=8 Hz), 2.43 (m, 1H), 2.38 (s, 3H), 1.48 (s, 2H), 1.38 (s, 2H), 1.04 (m, 2H), 1.00 (s, 6H), 0.7 (bm, 2H). MS-ES [M+H]+=528.21.

Provenance & Evidence