N-[2-Benzyloxy-5-(2-dibenzylamino-1-hydroxy-ethyl)-phenyl]-methanesulfonamide → HCID 22220304, compound

HRID 1794876Notes

Reaction equation

HRID 1794876 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.C([O:35][C:36]1[CH:41]=[CH:40][C:39]([CH:42]([OH:59])[CH2:43][N:44](CC2C=CC=CC=2)CC2C=CC=CC=2)=[CH:38][C:37]=1[NH:60][S:61]([CH3:64])(=[O:63])=[O:62])C1C=CC=CC=1>>[OH:59][CH:42]([C:39]1[CH:40]=[CH:41][C:36]([OH:35])=[C:37]([NH:60][S:61]([CH3:64])(=[O:63])=[O:62])[CH:38]=1)[CH2:43][NH:44][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][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:16])=[O:17])=[CH:12][CH:13]=2)[CH2:4][CH2:3]1

Participants

3

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 N-[2-benzyloxy-5-(2-dibenzylamino-1-hydroxy-ethyl)-phenyl]-methanesulfonamide (which was obtained in Example 7) according to the procedure of Example 255 as a yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 1.35–1.60 (m, 2 H), 1.90–2.10 (m, 2 H), 2.06 (s, 3 H), 2.50–3.00 (m, 5 H), 3.16 (s, 3 H), 3.55–3.70 (m, 2 H), 4.65–4.80 (m, 1 H), 6.00 (brs, 1 H), 6.70–7.25 (m, 7 H), 7.58 (d, J=9.0 Hz, 2 H), 7.68 (d, J=9.0 Hz, 2 H), 10.39 (s, 1 H); MS (ES) m/z: 618.1 (MH+); HRMS Calcd. for C28H36N5O7S2 (MH+): 618.2056. Found: 618.2036.

Sources & evidence

ORD record
ord-3603a15f517542b9ae078d4b38e8bc4c
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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