rel-(2R,6S)-2,6-dimethylpiperazine → HCID 60061473, compound

Participants

Reaction Steps

5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2 g, 11.96 mmol) was reacted with cis-2,6-dimethylpiperazine (2.66 g, 14.36 mmol) to give 2.27 g (72% yield) of 3,5-dimethyl-4-[(3R,5S)-3,5-dimethyl-piperazine-1-carbonyl]-1H-pyrrole-2-carbaldehyde using General Amidation Procedure 1. 1H-NMR (360 MHz, diemthylsulfoxide-d6) δ 11.84 (br s, 1H, NH), 9.51 (s, 1H, CHO), 4.30 (br s 1H, NH), 2.50 (m, 4H, 2×CH2), 2.28 (m, 8H, 2×CH3 and 2×CH), 0.96 (m, 6H, 2×CH3). MS m/z 264 [M+1].

Provenance & Evidence