1-Octanesulfonyl chloride → Octane-1-sulfonic acid [4-(4-oxo-1-piperidineyl)-phenyl]-amide

HRID 1061346Notes

Reaction equation

HRID 1061346 reaction equation
[CH2:1]([S:9](Cl)(=[O:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][C:24](=[O:27])[CH2:23][CH2:22]2)=[CH:17][CH:16]=1>>[O:27]=[C:24]1[CH2:25][CH2:26][N:21]([C:18]2[CH:19]=[CH:20][C:15]([NH:14][S:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])(=[O:11])=[O:10])=[CH:16][CH:17]=2)[CH2:22][CH2:23]1

Participants

3

Reactant 2

HCID 822611-Octanesulfonyl chlorideHCID 222202401-(4-Amino-phenyl)-piperidin-4-one hydrochloride

Product 1

HCID 86584572Octane-1-sulfonic acid [4-(4-oxo-1-piperidineyl)-phenyl]-amide

Procedure

The title compound was prepared from 1-octanesulfonyl chloride and 1-(4-amino-phenyl)-piperidine-4-one hydrochloride (which was obtained in Example 224) according to the procedure B of Example 225 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.84 (t, J=5.4 Hz, 3H), 1.15-1.40 (m, 10H), 1.60-1.75 (m, 2H), 2.40 (t, J=4.5 Hz, 4H), 2.94 (t, J=5.7 Hz, 2H), 3.54 (t, J=4.5 Hz, 4H), 6.99 (d, J=6.9 Hz, 2H), 7.09 (d, J=6.9 Hz, 2H), 9.31 (s, 1H); MS (ES) m/z: 367.0 (MH+); HRMS Calcd. for C19H30N2O2S(M+): 366.1977. Found: 366.1969. Anal. Calcd. for C19H30N2O2S: C, 62.26; H, 8.25; N, 7.64. Found: C, 62.40; H, 7.98; N, 7.59.

Sources & evidence

ORD record
ord-cfe8c96ba5c14426bef647325b4a8a86
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

Loading…