1-Butanesulfonyl chloride → N-[4-(4-Oxo-1-piperidinyl)phenyl]-1-butanesulfonamide

HRID 1061344Notes

Reaction equation

HRID 1061344 reaction equation
[CH2:1]([S:5](Cl)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].Cl.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]2)=[CH:13][CH:12]=1>>[O:23]=[C:20]1[CH2:21][CH2:22][N:17]([C:14]2[CH:15]=[CH:16][C:11]([NH:10][S:5]([CH2:1][CH2:2][CH2:3][CH3:4])(=[O:7])=[O:6])=[CH:12][CH:13]=2)[CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 754301-Butanesulfonyl chlorideHCID 222202401-(4-Amino-phenyl)-piperidin-4-one hydrochloride

Product 1

HCID 86584570N-[4-(4-Oxo-1-piperidinyl)phenyl]-1-butanesulfonamide

Procedure

The title compound was prepared from 1-butanesulfonyl 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 crystalline solid; 1H NMR (300 MHz, DMSO-d6) δ 0.83 (t, J=7.3 Hz, 3H), 1.25-1.40 (m, 2H), 1.55-1.70 (m, 2H), 2.40 (t, J=5.9 Hz, 4H), 2.94 (t, J=7.6 Hz, 2H), 3.54 (t, J=5.9 Hz, 4H), 7.00 (d, J=9.0 Hz, 2H), 7.09 (d, J=9.0 Hz, 2H), 9.34 (s, 1H); MS (ES) m/z: 311.0 (MH+); HRMS Calcd. for C15H22N2O2S(M+): 310.1351. Found: 310.1375. Anal. Calcd. for C15H22N2O2S: C, 58.04; H, 7.14; N, 9.02. Found: C, 57.78; H, 6.95; N, 8.83.

Sources & evidence

ORD record
ord-36253991a0f3455a8d0c2f7d9e217fb4
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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