2-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl ester → HCID 69655037, compound

HRID 1794855Notes

Reaction equation

HRID 1794855 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10](Cl)(=[O:12])=[O:11])=[O:4].Cl.[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][C:25](=[O:28])[CH2:24][CH2:23]2)=[CH:18][CH:17]=1>>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10](=[O:12])(=[O:11])[NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:23][CH2:24][C:25](=[O:28])[CH2:26][CH2:27]2)=[CH:18][CH:17]=1)=[O:4]

Participants

3

Reactant 2

HCID 27367332-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl esterHCID 222202401-(4-Amino-phenyl)-piperidin-4-one hydrochloride

Product 1

HCID 69655037HCID 69655037, compound

Procedure

The title compound was prepared from 2-(methoxycarbonyl)thiophene-3-sulphonyl chloride and 1-(4-amino-phenyl)-piperidin-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 2.37 (t, J=6.0 Hz, 4 H), 3.50 (t, J=6.0 Hz, 4 H), 3.89 (s, 3 H), 6.90 (d, J=9.1 Hz, 2 H), 6.96 (d, J=9.1 Hz, 2 H), 7.33 (d, J=6.9 Hz, 1 H), 7.90 (d, J=6.9 Hz, 1 H), 9.50 (s, 1 H); MS (ES) m/z: 395.0 (MH+); HRMS Calcd. for C17H19N2O5S2(MH+): 395.0736. Found: 395.0721.

Sources & evidence

ORD record
ord-8d35b1e88a18447b881751a972ccf745
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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