1-Amino-3-(9H-carbazol-4-yloxy)-2-propanol → HCID 10143944, compound

HRID 2300237Notes

Reaction equation

HRID 2300237 reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1)([CH3:5])[CH2:3][CH3:4].[NH2:22][CH2:23][CH:24]([OH:40])[CH2:25][O:26][C:27]1[C:39]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[NH:32][C:31]=2[CH:30]=[CH:29][CH:28]=1>>[CH:30]1[C:31]2[NH:32][C:33]3[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:39]=2[C:27]([O:26][CH2:25][C@@H:24]([OH:40])[CH2:23][NH:22][CH:18]2[CH2:19][CH2:20][N:15]([S:12]([C:9]3[CH:8]=[CH:7][C:6]([C:2]([CH3:1])([CH3:5])[CH2:3][CH3:4])=[CH:11][CH:10]=3)(=[O:14])=[O:13])[CH2:16][CH2:17]2)=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 148938061-Amino-3-(9H-carbazol-4-yloxy)-2-propanolHCID 699516124-(1,1-Dimethyl-propyl)-benzenesulfonyl-piperidin-4-one

Product 1

HCID 10143944HCID 10143944, compound

Procedure

The title compound was prepared from 4-(1,1-dimethyl-propyl)-benzenesulfonyl-piperidin-4-one and 1-amino-3-(9H-carbazol-4-yloxy)-propan-2-ol according to the reductive amination procedure of Intermediate 21 as an off-white solid; 1H NMR (DMSO) δ 0.55-0.63 )m, 3H), 1.27 (d, J=6.9 Hz, 6 H), 1.40-1.46 (m, 2H), 1.58-1.65 (m, 2H), 1.81(m, 2H), 2.38-2.45 (m, 2H), 2.63-2.82 (m, 2H), 3.07-3.13 (m, 2H), 3.51-3.54 (m, 1H), 3.90 (m, 1H), 4.08-4.13 (m, 2H), 4.66 (d, J=3.78 Hz, 1H), 5.07 (bs, 1H), 6.64 (d, J=7.95 Hz, 1H), 7.04-7.11 (m, 2H), 7.20-7.35 (m, 2H), 7.43 (d, J=8.07 Hz, 1H), 7.54-7.67 (m, 4H), 8.15 (d, J=7.71 Hz, 1H), 11.25 (s, 1H); MS (ES) m/z : 550.1 (MH+); HRMS for C31 H39N3O4S: 550.2751

Sources & evidence

ORD record
ord-6e790845c0464a20bb4e4047bda1caff
Source dataset
uspto-grants-2002_12
Patent number
US06498170B2

Reaction notes

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