2,3,4,5-Tetrahydro-1H-benzo(d)azepine → N-[4-(3-Piperidin-1-ylpropoxy)benzoyl]-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

HRID 268735Notes

Reaction equation

HRID 268735 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.[CH2:21]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[CH2:25][CH2:24][NH:23][CH2:22]1>>[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:23]3[CH2:22][CH2:21][C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[CH2:25][CH2:24]3)=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 14002432,3,4,5-Tetrahydro-1H-benzo(d)azepineHCID 218520624-(3-Piperidin-1-ylpropoxy)benzoyl chloride hydrochloride

Product 1

HCID 68965566N-[4-(3-Piperidin-1-ylpropoxy)benzoyl]-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Procedure

The title compound was prepared from 4-(3-piperidin-1-ylpropoxy)benzoyl chloride hydrochloride (D3) (0.20 g) and 2,3,4,5-tetrahydro-1H-3-benzazepine (WO00/21951) (0.89 g) using the procedure described for Example 1 and isolated as a white solid (0.16 g). MS electrospray (+ion) 393 (MH+). 1H NMR δ (DMSO-d6): 9.68 (1H, s), 7.34 (2H, d, J=6.8 Hz), 7.14 (4H, m), 7.00 (2H, d, J=6.8 Hz), 4.10 (2H, t, J=5.9 Hz), 3.81-3.45 (6H, m), 3.17 (2H, m), 2.90 (6H, m), 2.17 (2H, m), 1.83-1.37 (6H, m).

Sources & evidence

ORD record
ord-38f64707ef37495fada8fbfb4627199a
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

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