HCID 12051793, compound → HCID 69654943, compound
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]([C:18]3[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=3)(=[O:17])=[O:16])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[CH:28]1[C:40]2[NH:39][C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:32]=2[C:31]([O:41][CH2:42][C@@H:43]([OH:46])[CH2:44][NH2:45])=[CH:30][CH:29]=1>>[CH:28]1[C:40]2[NH:39][C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:32]=2[C:31]([O:41][CH2:42][C@@H:43]([OH:46])[CH2:44][NH:45][CH:2]2[CH2:3][CH2:4][N:5]([C:8]3[CH:13]=[CH:12][C:11]([NH:14][S:15]([C:18]4[CH:19]=[CH:20][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:22][CH:23]=4)(=[O:16])=[O:17])=[CH:10][CH:9]=3)[CH2:6][CH2:7]2)=[CH:30][CH:29]=1Participants
Procedure
The title compound was prepared from N-{4-[4-(4-oxo-piperidin-1-yl)-phenylsulfamoyl]-phenyl}-acetamide (which was obtained in Example 216) and (2S)-3-(9H-carbazol-4-yloxy)-2-hydroxy-propylamine (Berridge et al., Int. J. Radial. Appl. Instrum., 1992, 563) according to the procedure of Example 255 as a yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 1.55–1.75 (m, 2 H), 2.00–2.15 (m, 2 H), 2.06 (s, 3 H), 2.50–2.70 (m, 2 H), 3.00–3.50 (m, 3 H), 3.60–3.70 (m, 2 H), 4.10–4.25 (m, 2 H), 4.35–4.50 (m, 1 H), 5.97 (brs, 1 H), 6.72 (d, J=8.0 Hz, 1 H), 6.80 (d, J=8.0 Hz, 2 H), 6.88 (d, J=8.0Hz, 2 H), 7.10–7.50 (m, 5 H), 7.59 (d, J=8.7 Hz, 2 H), 7.69 (d, J=8.7 Hz, 2 H), 8.22 (d, J=7.8 Hz, 1 H), 9.71 (s, 1 H), 10.40 (s, 1 H), 11.32 (s, 1 H); MS (ES) m/z: 627.9 (MH+); HRMS Calcd. for C34H38N5O5S (MH+): 628.2594. Found: 628.2593.
Sources & evidence
- ORD record
- ord-8564302db2dd45a5be29133e9469e7e4
- Source dataset
- uspto-grants-2006_04
- Patent number
- US07022716B2
Reaction notes
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