Methanol → 4-(2,4-Difluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid

Participants

Reaction Steps

The title compound was synthesized from methyl 4-(2,4-difluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.062 g, 0.213 mmol) and lithium hydroxide (0.045 g, 1.07 mmol), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (6 mL) was used. The resulting product was purified by column chromatography (Isco CombiFlash) eluting with a gradient of 0-100% EtOAc/heptane to afford the title compound. 41 mg. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.12 (m, 1H), 2.56 (m, 1H), 2.65 (m, 2H), 2.78 (d, J=7.37 Hz, 2H), 3.20-3.30 (m, 1H), 6.29 (s, 1H), 6.81-6.95 (m, 2H), 7.22 (m, 1H); 19F NMR δ ppm −116.13 (m), −116.30 (m); LCMS-MS (ESI−) 276.0 (M−H); HPLC (UV=99.0%), (ELSD=100%).

Provenance & Evidence