Pyrrolidine → 7-Chloro-6-(4-chloro-3-pyrrolidin-1-yl-benzylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride

HRID 911520Notes

Reaction equation

HRID 911520 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][S:6][C:7]1[C:17]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12][C:11]=2[CH:10]=[CH:9][C:8]=1[Cl:25].[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>>[ClH:25].[Cl:25][C:8]1[CH:9]=[CH:10][C:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16][C:17]=2[C:7]=1[S:6][CH2:5][C:4]1[CH:26]=[CH:27][C:28]([Cl:29])=[C:2]([N:30]2[CH2:34][CH2:33][CH2:32][CH2:31]2)[CH:3]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 576561636-(3-bromo-4-chloro-benzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667066587-Chloro-6-(4-chloro-3-pyrrolidin-1-yl-benzylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride

Procedure

Use a method similar to the Example 419, using 6-(3-bromo-4-chloro-benzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine and pyrrolidine to give, after deprotection using a method similar to the General Procedure 1-4, the title compound as a white solid. MS (ES+) m/z: 407 (M+H)+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-0eb5892cca4d4c70bb8eef80fde92739
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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