1-Pyrrolidineethanamine → 5-formyl-2,4-dimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrrole-3-carboxamide

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Reaction Steps

5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (0.5 g, 2.99 mmol) was reacted with 1-(2-aminoethyl)pyrrolidine (0.42 mL) to give 0.57 g (73% yield) of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide using General Amidation Procedure 1. 1H-NMR (360 MHz, dimethylsulfoxide-d6) δ 11.79 (br s, 1H, NH), 9.53 (s, 1H, CHO), 7.41 (m, 1H, NH), 3.28–3.34 (m, 2H, CH2), 2.53–2.60 (m, 6H, CH2 and 2×CH2), 2.35 (s, 3H, CH3), 2.3 (s, 3H, CH3), 1.68 (m, 4H, 2×CH2). MS m/z 264 [M+1].

Provenance & Evidence