Benzene, 1-bromo-3-iodo- → Rac-[2-(3-bromo-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384901

Reaction equation

HRID 384901 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=1)[C:9](=[O:14])N(OC)C)([CH3:4])([CH3:3])[CH3:2].[Br:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27](I)[CH:26]=1>>[C:1]([O:5][C:6](=[O:23])[NH:7][CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=1)[C:9]([C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([Br:24])[CH:26]=1)=[O:14])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 11561Benzene, 1-bromo-3-iodo-HCID 87442373Rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 68408678Rac-[2-(3-bromo-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester (Intermediate 9) and 1-bromo-3-iodobenzene in analogy to Example 1a): MS (ISP): 460.1 (M+H)+ and 359.9 ((M-Boc)+H)+ (100%).

Sources & evidence

ORD record
ord-1b624357894b4b82b71fe13f91c0b7b4
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Linked notes

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