Trifluoroacetic acid → HCID 59180064, compound

Participants

Reaction Steps

The title compound was synthesized from 1-tert-butyl 2-methyl 4-(3-ethynylbenzyl)-5,6-dihydrocyclopenta[b]pyrrole-1,2(4H)-dicarboxylate (see Example 2.51). 1-tert-Butyl 2-methyl 4-(3-ethynylbenzyl)-5,6-dihydrocyclopenta[b]pyrrole-1,2(4H)-dicarboxylate (0.016 g, 0.042 mmol) was dissolved in trifluoroacetic acid (1 mL) and stirred for 2 h. The reaction was then quenched with bicarbonate solution and extracted three times with ethyl acetate. The organic layer was dried over Na2SO4, concentrated and purified by column chromatography (Isco CombiFlash) eluting with a gradient of 0-25% EtOAc/heptane to afford the title compound. 0.006 g. 1H NMR (400 MHz, ACETONE-d6) δ ppm 2.07-2.16 (m, 1H) 2.49-2.55 (m, 1H) 2.57 (s, 3H) 2.61-2.68 (m, 2H) 2.88 (d, J=7.40 Hz, 2H) 3.29-3.37 (m, 1H) 3.70 (s, 3H) 6.28 (d, J=1.59 Hz, 1H) 7.41-7.50 (m, 2H) 7.82-7.87 (m, 2H) 10.48 (br. s, 1H).

Provenance & Evidence