Sodium Hydroxide → HCID 24754522, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-[5-benzylcarbamoyl-2-(4-fluoro-phenyl)-4-isopropyl-2H-pyrazol-3-yl]-3,5-dihydroxy-heptanoic acid tert-butyl ester (0.103 g, 0.186 mmol) in MeOH (5 mL) was added 1.0 N NaOH (0.190 mL, 0.195 mmol; commercially available from Sigma Aldrich) and the reaction was stirred at 25° C. for 48 hr after which time the reaction was solvent was removed under reduced pressure. The resulting solid was then azeotroped toluene (3×100 mL) and triturated with diethyl ether to provide a light yellow solid that was dried under vacuum at 60° C. to afford (3R,5R)-7-[5-benzylcarbamoyl-2-(4-fluoro-phenyl)-4-isopropyl-2H-pyrazol-3-yl]-3,5-dihydroxy-heptanoic acid sodium salt (0.091 g, 94%): MS(APCI+): m/z498.2 (M+H); H-NMR (DMSO-d6) δ 8.55 (t, 1 H), 7.53-7.49 (m, 2 H), 7.33-7.13 (m, 7 H), 4.70 (bs, 1 H), 4.34 (d, 2 H), 3.63-3.57 (m, 1 H), 3.45-3.42 (m, 1 H), 2.74-2.66 (m, 1 H), 2.58-2.50 (m, 1 H), 1.95-1.90 (m, 1 H), 1.75-1.69 (m, 1 H), 1.40-1.10 (m, 10 H).

Provenance & Evidence