7-Methanesulfonyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine → N-[4-(3-Piperidin-1-yl propoxy)benzoyl]-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine Hydrochloride
Reaction equation
Cl.[N:2]1([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([Cl:18])=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:21][S:22]([C:25]1[CH:35]=[CH:34][C:28]2[CH2:29][CH2:30][NH:31][CH2:32][CH2:33][C:27]=2[CH:26]=1)(=[O:24])=[O:23]>>[ClH:18].[N:2]1([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([N:31]3[CH2:30][CH2:29][C:28]4[CH:34]=[CH:35][C:25]([S:22]([CH3:21])(=[O:24])=[O:23])=[CH:26][C:27]=4[CH2:33][CH2:32]3)=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1Participants
3
Procedure
The title compound was prepared from 4-(3-piperidin-1-ylpropoxy)benzoyl chloride hydrochloride (D3) (0.20 g) and 7-methanesulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine (WO00/21951) (0.17 g) using the procedure described for Example 1 and isolated as a white solid (0.24 g). MS electrospray (+ion) 471 (MH+). 1H NMR δ (DMSO-d6): 9.83 (1H, s), 7.71 (2H, m), 7.44 (1H, s), 7.35 (2H, d, J=8.5 Hz ), 7.01 (2H, d, J=8.6 Hz), 4.11 (2H, t, J=5.9 Hz), 3.71-3.45 (6H, m), 3.18 (6H, m), 3.05 (3H, s) 2.87 (2H, m), 2.20 (2H, m), 1.83-1.37 (6H, m).
Sources & evidence
- ORD record
- ord-1874cb0957754563a2997cd3330d3af1
- Source dataset
- uspto-grants-2008_11
- Patent number
- US07446103B2
Reaction notes
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