Propargyl bromide → HCID 22630128, compound

Participants

Reaction Steps

Prepared from piperidine 12 according to the procedure for compound 13 (Example 5, b) using 3-bromopropyne instead of allylbromide. Yield: 6%. 1H NMR (CDCl3, TMS): 1.07 (6H, s, 3′,5′-CH3eq), 1.11 (6H, s, 3′,5′-CH3ax); 1.23 and 1.44 (total 2H, both d, 14.3 Hz, 4′-CH2); 1.75-2.00 (4H, m, piperidine 3,5-CH, 4-CH2,); 1.91 (2H, d, 13.2 Hz, 2′,6′-CHax); 2.28 (1H, s, HCC); 2.34 (2H, d, 13.2 Hz, 2′,6′-CHeq); 2.40-2.70 (2H, m, piperidine 3,5-CH); 2.81 (2H, s, CH2CC); 2.85-3.10 (2H, m, piperidine 2,6-CH); 3.69 (2H, d, 10.2 Hz, piperidine 2,6-CH) and 11.12 ppm (1H, br s, NH).

Provenance & Evidence