3-(4-Bromo-2-methyl-phenyl)-5-fluoro-pyridine → Rac-[1-(3,4-dichloro-phenyl)-2-[4-(5-fluoro-pyridin-3-yl)-3-methyl-phenyl]-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384912

Reaction equation

HRID 384912 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[C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:32]=[N:33][CH:34]=[C:35]([F:37])[CH:36]=2)=[C:27]([CH3:38])[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:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:32]=[N:33][CH:34]=[C:35]([F:37])[CH:36]=2)=[C:27]([CH3:38])[CH:26]=1)=[O:14])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 684099483-(4-Bromo-2-methyl-phenyl)-5-fluoro-pyridine2×HCID 87442373Rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 68408672Rac-[1-(3,4-dichloro-phenyl)-2-[4-(5-fluoro-pyridin-3-yl)-3-methyl-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 3-(4-bromo-2-methyl-phenyl)-5-fluoro-pyridine (Intermediate 12) in analogy to Example 1a): MS (ISP): 489.2 and 491.1 (M+H)+.

Sources & evidence

ORD record
ord-66efa25ca539409cbe14d2d9df339209
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Linked notes

Loading…