2-Bromo-4-(bromomethyl)-1-chlorobenzene → 6-(3-bromo-4-chloro-benzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 911468Notes

Reaction equation

HRID 911468 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][C:21](=O)N(C)C)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:26][C:27]1[CH:32]=[C:31](CBr)[CH:30]=[CH:29][C:28]=1[Cl:35]>>[Br:26][C:27]1[CH:32]=[C:31]([CH:30]=[CH:29][C:28]=1[Cl:35])[CH2:21][S:20][C:15]1[C:12]2[CH2:13][CH2:14][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10][C:11]=2[CH:18]=[CH:17][C:16]=1[Cl:19]

Participants

3

Reactant 2

HCID 509986962-Bromo-4-(bromomethyl)-1-chlorobenzeneHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

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

Procedure

Use a method similar to the Preparation 177, using 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylsulfanyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 2-bromo-4-bromomethyl-1-chloro-benzene, to give the title compound.

Workup

  1. customsimilar to the Preparation 177

Sources & evidence

ORD record
ord-d43d02ae9e9f4f8386a29cb8cafcd90a
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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