Lithium Hydroxide → HCID 59180094, compound

Participants

Reaction Steps

The title compound was synthesized from methyl 4-(4-fluoro-2-methylbenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate and lithium hydroxide (0.92 mL, 44.2 mg, 1.85 mmol, 5.6 equiv) according to General Procedure 7. Methanol (5 mL) was used to solubilize the starting material. The resulting product was purified by silica-gel chromatography, eluting with a gradient of 0-40% EtOAc/heptane to afford to title compound. 44.9 mg. 1H NMR (400 MHz, ACETONITRILE-d3) δ ppm 2.02-2.13 (m, J=12.81, 8.71, 5.64, 5.64 Hz, 1H) 2.26 (s, 3H) 2.46-2.58 (m, 1H) 2.59-2.70 (m, 1H) 2.70-2.81 (m, 3H) 3.23 (dd, J=7.47, 5.42 Hz, 1H) 6.21 (d, J=1.85 Hz, 1H) 6.87 (td, J=8.61, 2.78 Hz, 2H) 7.16 (dd, J=8.35, 6.20 Hz, 1H) 9.62 (br. s, 1H); 19F NMR (400 MHz, ACETONITRILE-d3) δ ppm −120.19 (s, 1F); LCMS-MS (ESI−) 272.31 (M−1).

Provenance & Evidence