Methanol → HCID 59180246, compound

Participants

Reaction Steps

The title compound was synthesized from methyl 4-(biphenyl-4-ylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (118 mg, 0.36 mmol) and lithium hydroxide monohydrate (60 mg, 1.42 mmol in 5 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (15 mL) was used. The resulting product was purified by flash chromatography (Isco CombiFlash) eluting with a gradient of 0-70% EtOAc/Heptane to give the title compound: 60 mg, 53%. 1H NMR (400 MHz, ACETONE-d6) δ ppm 2.06-2.18 (m, 1H), 2.48-2.62 (m, 1H), 2.62-2.75 (m, 2H), 2.78-2.89 (m, 2H), 3.28-3.37 (m, 1H), 6.37 (d, J=1.76 Hz, 1H), 7.29-7.37 (m, 3H), 7.41-7.48 (m, 2H), 7.57-7.63 (m, 2H), 7.63-7.69 (m, 2H), 10.38 (s, 1H); LCMS-MS (ESI−) 316.2 (M−H); HPLC (UV=99.4%), (ELSD=100%).

Provenance & Evidence