Ethyl 3-methyl-1H-pyrrole-2-carboxylate → 3-Methyl-4-[2-(3-trifluoromethylphenyl)acetyl]-1H-pyrrole-2-carboxylic acid ethyl ester

Participants

Reaction Steps

3-Methyl-4-[2-(3-trifluoromethylphenyl)-acetyl]-1H-pyrrole-2-carboxylic acid ethyl ester (103) was synthesized from 3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (84) and (3-trifluoromethylphenyl)-acetyl chloride following the procedure described in Example 32. Crude yield: 97%. 1H-NMR (400 MHz, CDCl3): δ 1.38 (t, 3H), 2.62 (s, 3H), 4.11 (s, 2H), 4.35 (q, 2H), 7.45 (m, 2H), 7.51 (m, 3H), 9.40 (s broad, 1H) ppm. 13C-NMR (100 MHz, CDCl3): δ 11.73, 14.40, 46.73, 60.78, 123.70, 124.70, 126.82, 128.93, 129.71, 133.01, 135.85, 161.61, 192.58 ppm. DEPT (100 MHz, CDCl3): CH3 carbons: 11.73, 14.40; CH2 carbons: 46.73, 60.78; CH carbons: 123.70, 126.82, 128.93, 129.71, 133.01 ppm. LC/MS: 79.18%, m/z=339.

Provenance & Evidence