Methyl iodide → HCID 21912762, compound

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:18]([CH2:19][CH3:20])[N:17]=[C:16]([CH2:21][OH:22])[C:15]=2[CH3:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:24](OC(N1CCC(C2NNC(=O)C=2C)CC1)=O)(C)(C)C.CI.C(I)C>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:18]([CH2:19][CH3:20])[N:17]=[C:16]([CH2:21][O:22][CH3:24])[C:15]=2[CH3:23])[CH2:10][CH2:9]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 6340Iodoethane

HCID 21912742HCID 21912742, compound

HCID 21912822HCID 21912822, compound

Product 1

HCID 21912762HCID 21912762, compound

Procedure

The title compound was prepared from 1-(tert-butoxycarbonyl)-4-(1-ethyl-3-hydroxymethyl-4-methyl-(1H)-pyrazol-5-yl)piperidine (from Piperidine 19, Step C) using a procedure analogous to that described for Piperidine 15, Step E, except methyliodide was substutited for ethyliodide. RF: 0.47 (3:2 v/v hexanes/acetone); 1H-NMR (500 MHz) δ 1.39 (t, J=7.2, 3H), 1.49 (s, 9H), 1.69–1.71 (m, 2H), 1.85–1.94 (m, 2H), 2.08 (s, 3H), 2.75–2.81 (m, 3H), 3.39 (s, 3H), 4.12 (q, J=7.2, 2H), 4.14–4.27 (m, 2H), 4.38 (s, 2H).