Rac-1-bromo-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene → Rac-[1-(4-chloro-phenyl)-2-oxo-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-ethyl]-carbamic acid tert-butyl ester

HRID 384965Notes

Reaction equation

HRID 384965 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)[C:9](=[O:14])N(OC)C)([CH3:4])([CH3:3])[CH3:2].Br[C:24]1[CH:29]=[CH:28][C:27]([O:30][CH:31]([CH3:36])[C:32]([F:35])([F:34])[F:33])=[CH:26][CH:25]=1>>[C:1]([O:5][C:6](=[O:22])[NH:7][CH:8]([C:15]1[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=1)[C:9](=[O:14])[C:24]1[CH:25]=[CH:26][C:27]([O:30][CH:31]([CH3:36])[C:32]([F:33])([F:34])[F:35])=[CH:28][CH:29]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 68408561Rac-1-bromo-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene2×HCID 71663866Rac-[(4-chloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 68409760Rac-[1-(4-chloro-phenyl)-2-oxo-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[(4-chloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester (Intermediate 8) and rac-1-bromo-4-(2,2,2-trifluoro-1-methyl-ethoxy)-benzene (Intermediate 35) in analogy to Example 1a): MS (ISP): 458.2 (M+H)+.

Sources & evidence

ORD record
ord-a339dd7dc2b946d989b6a0154580aafc
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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