HCID 69655051, compound → N-{4-[4-({(2S)-2-Hydroxy-3-[(8-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolinyl)oxy]-propyl}amino)-1-piperidineyl]phenyl}-1-butanesulfonamide

HRID 1794897Notes

Reaction equation

HRID 1794897 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]([OH:39])[CH2:25][O:26][C:27]1[CH:36]=[CH:35][C:34]([OH:37])=[C:33]2[C:28]=1[CH2:29][CH2:30][C:31](=[O:38])[NH:32]2>>[OH:39][C@H:24]([CH2:25][O:26][C:27]1[CH:36]=[CH:35][C:34]([OH:37])=[C:33]2[C:28]=1[CH2:29][CH2:30][C:31](=[O:38])[NH:32]2)[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 69655051HCID 69655051, compoundHCID 86584570N-[4-(4-Oxo-1-piperidinyl)phenyl]-1-butanesulfonamide

Product 1

HCID 69655077N-{4-[4-({(2S)-2-Hydroxy-3-[(8-hydroxy-2-oxo-1,2,3,4-tetrahydro-5-quinolinyl)oxy]-propyl}amino)-1-piperidineyl]phenyl}-1-butanesulfonamide

Procedure

The title compound was prepared from butane-1-sulfonic acid [4-(4-oxo-piperidin-1-yl)-phenyl]-amide (which was obtained in Example 228) and 5-(3-amino-(2S)-2-hydroxy-propoxy)-8-hydroxy-3,4-dihydro-1H-quinolin-2-one (which was obtained in Example 12) according to the procedure of Example 278 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.82 (t, J=7.3 Hz, 3 H), 1.20–1.40 (m, 4 H), 1.50–1.70 (m, 2 H), 1.80–1.95 (m, 2 H), 2.39 (t, J=7.3 Hz, 2 H), 2.50–2.80 (m, 5 H), 2.85 (t, J=7.3 Hz, 2 H), 2.85–3.00 (m, 2 H), 3.45–3.60 (m, 2 H), 3.75–3.85 (m, 3 H), 6.44 (d, J=8.7 Hz, 1 H), 6.60 (d, J=8.7 Hz, 1 H), 6.89 (d, J=9.0 Hz, 2 H), 7.04 (d, J=9.0 Hz, 2 H), 8.74 (s, 1 H); MS (ES) m/z: 546.9 (MH+); HRMS Calcd. for C27H39N4O6S (MH+): 547.2590. Found: 547.2583.

Sources & evidence

ORD record
ord-0ad2ec6ed3c44a90953be71fa5e9e5e0
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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