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

HRID 911467Notes

Reaction equation

HRID 911467 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]=[CH:31][C:30](CBr)=[CH:29][C:28]=1[F:35]>>[Br:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:21][S:20][C:15]2[C:12]3[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]=3[CH:18]=[CH:17][C:16]=2[Cl:19])=[CH:29][C:28]=1[F:35]

Participants

3

Reactant 2

HCID 116661761-Bromo-4-(bromomethyl)-2-fluorobenzeneHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 576562686-(4-bromo-3-fluorobenzylthio)-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-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 1-bromo-4-bromomethyl-2-fluorobenzene, to give the title compound as a white solid.

Workup

  1. customsimilar to the Preparation 177

Sources & evidence

ORD record
ord-e6420c9ddeff41958e194ceed29c5fa4
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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