Triethylamine → HCID 86611448, compound

Participants

Reaction Conditions

Reaction Steps

Add triethyl amine (0.053 g, 0.53 mmol) to a solution of 4-cyano-5-ethyl-3(4-hydroxymethyl-phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (0.15 g, 0.48 mmol, prepared directly above) in dichloromethane (5 mL) at 0° C. under nitrogen, followed by drop-wise addition of methanesulfonyl chloride (0.06 g, 0.53 mmol). Stir at 0° C. for 1.5 h. Add ice-water and dichloromethane. Separate phases and wash organics with water. Combine aqueous layers and back-extract aqueous phase with more dichloromethane. Combine organic phases, wash with brine, dry (sodium sulfate), filter and concentrate in vacuo, to give 0.181 g of title compound for use without further purification. 1H NMR (CDCl3, δ (ppm)): 7.46-7.38 (m, 4H); 5.28 (s, 2H), 4.09 (q, J=7.1 Hz, 2H); 3.89 (s, 3H); 2.93 (s, 3H); 2.85 (q, J=7.5 Hz, 2H); 1.30 (t, J=7.7 Hz, 3H); 1.00 (t, J=7.1 Hz, 3H).

Provenance & Evidence