N-[4-(4-Oxo-1-piperidinyl)phenyl]-1-butanesulfonamide → HCID 69654685, compound

HRID 1061400Notes

Reaction equation

HRID 1061400 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][S:15]([CH2:18][CH2:19][CH2:20][CH3:21])(=[O:17])=[O:16])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[NH2:22][CH2:23][C@@H:24]([C:26]1[CH:27]=[CH:28][C:29]([OH:39])=[C:30]([NH:32][S:33]([CH:36]([CH3:38])[CH3:37])(=[O:35])=[O:34])[CH:31]=1)[OH:25]>>[OH:25][C@H:24]([C:26]1[CH:27]=[CH:28][C:29]([OH:39])=[C:30]([NH:32][S:33]([CH:36]([CH3:38])[CH3:37])(=[O:35])=[O:34])[CH:31]=1)[CH2:23][NH:22][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][S:15]([CH2:18][CH2:19][CH2:20][CH3:21])(=[O:17])=[O:16])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 86584570N-[4-(4-Oxo-1-piperidinyl)phenyl]-1-butanesulfonamideHCID 86584574HCID 86584574, compound

Product 1

HCID 69654685HCID 69654685, compound

Procedure

The title compound was prepared from butane-1-sulfonic acid [4-(4-oxo-piperidine-1-yl)-phenyl]-amide (which was obtained in Example 228) and propane-2-sulfonic acid [5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-amide (which was obtained in Example 27) according to the procedure of Example 278 as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.83 (t, J=7.3 Hz, 3H), 1.20-1.40 (m, 4H), 1.25 (d, J=6.8 Hz, 6H), 1.55-1.75 (m, 2H), 1.75-1.90 (m, 2H), 2.50-2.75 (m, 5H), 2.92 (t, J=7.7 Hz, 2H), 3.05-3.15 (m, 1H), 3.45-3.60 (m, 2H), 4.46 (dd, J=7.8, 4.5 Hz, 1H), 6.78 (d, J=8.2 Hz, 1H), 6.88 (d, J=9.0 Hz, 2H), 6.96 (dd, J=8.2, 2.0 Hz, 1H), 7.04 (d, J=9.0 Hz, 2H), 7.23 (d, J=2.0 Hz, 1H); MS (ES) m/z: 569.0 (MH+); HRMS Calcd. for C26H41N4O6S2 (MH+): 569.2462. Found: 569.2458.

Sources & evidence

ORD record
ord-f83e25796ccf4af5b8b40c09727901bb
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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