5-Bromo-2-isopropoxy-4-methylpyridine → Rac-[1-(3,4-dichloro-phenyl)-2-(6-isopropoxy-4-methyl-pyridin-3-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384926Notes

Reaction equation

HRID 384926 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[C:26]([CH3:35])=[CH:27][C:28]([O:31][CH:32]([CH3:34])[CH3:33])=[N:29][CH:30]=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]=[N:29][C:28]([O:31][CH:32]([CH3:34])[CH3:33])=[CH:27][C:26]=1[CH3:35])=[O:14])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 684102355-Bromo-2-isopropoxy-4-methylpyridine2×HCID 87442373Rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 68408270Rac-[1-(3,4-dichloro-phenyl)-2-(6-isopropoxy-4-methyl-pyridin-3-yl)-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 5-bromo-2-isopropoxy-4-methyl-pyridine (Intermediate 28) in analogy to Example 1a): MS (ISP): 453.1 and 455.2 (M+H)+.

Sources & evidence

ORD record
ord-940f8561758a427a93a9f752b86fa2e8
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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