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

HRID 384899Notes

Reaction equation

HRID 384899 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][C:28](I)=[C:27]([O:32][CH3:33])[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:28]1[CH:29]=[CH:30][C:25]([Br:24])=[CH:26][C:27]=1[O:32][CH3:33])=[O:14])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 468357314-Bromo-1-iodo-2-methoxybenzeneHCID 87442373Rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 68408611Rac-[2-(4-bromo-2-methoxy-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 4-bromo-1-iodo-2-methoxy-benzene in analogy to Example 1a): MS (ISP): 490.0 (M+H)+ and 390.0 ((M-Boc)+H)+ (100%).

Sources & evidence

ORD record
ord-ab828d729fb641f89f31dcd8dfa1a89d
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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