5-(2-Pyridyl)thiophene-2-sulfonyl chloride → 5-Pyridin-2-yl-thiophene-2-sulfonic acid [4-(4-oxo-piperidin-1-yl)-phenyl]-amide

HRID 1794848Notes

Reaction equation

HRID 1794848 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[S:11][C:10]([S:12](Cl)(=[O:14])=[O:13])=[CH:9][CH:8]=1.Cl.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][C:27](=[O:30])[CH2:26][CH2:25]2)=[CH:20][CH:19]=1>>[O:30]=[C:27]1[CH2:28][CH2:29][N:24]([C:21]2[CH:22]=[CH:23][C:18]([NH:17][S:12]([C:10]3[S:11][C:7]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)=[CH:8][CH:9]=3)(=[O:14])=[O:13])=[CH:19][CH:20]=2)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 27372315-(2-Pyridyl)thiophene-2-sulfonyl chlorideHCID 222202401-(4-Amino-phenyl)-piperidin-4-one hydrochloride

Product 1

HCID 865845695-Pyridin-2-yl-thiophene-2-sulfonic acid [4-(4-oxo-piperidin-1-yl)-phenyl]-amide

Procedure

The title compound was prepared from 5-pyridin-2-yl-thiophene-2-sulphonyl chloride and 1-(4-amino-phenyl)-piperidin-4-one (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 2.37 (t, J=6.0 Hz, 4 H), 3.52 (t, J=6.0 Hz, 4 H), 6.89 (d, J=9.0 Hz, 2 H), 7.02 (d, J=9.0 Hz, 2 H), 7.39 (dd, J=4.2, 1.5 Hz, 1 H), 7.42 (d, J=2.1 Hz, 1 H), 7.76 (d, J=2.1 Hz, 1 H), 7.90 (dd, J=7.8, 1.5 Hz, 1 H), 8.00 (d, J=7.8 Hz, 1 H), 8.53 (d, J=4.2 Hz, 1 H), 10.05 (s, 1 H); MS (ES) m/z: 413.9 (MH+); HRMS Calcd. for C20H19N3O3S2 (M+): 413.0867. Found: 413.0877.

Sources & evidence

ORD record
ord-a050c903e6c34d19be182bbee2765d12
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

Loading…