(5-Fluoropyridin-3-yl)boronic acid → Rac-[1-(3,4-dichloro-phenyl)-2-(5'-fluoro-[3,3']bipyridinyl-6-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384910

Reaction equation

HRID 384910 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14](Br)=[CH:13][N:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].[F:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[N:32][CH:33]=1>>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[N:12]=[CH:13][C:14]([C:30]2[CH:31]=[N:32][CH:33]=[C:28]([F:27])[CH:29]=2)=[CH:15][CH:16]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 68409891Rac-[2-(5-bromo-pyridin-2-yl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68410622Rac-[1-(3,4-dichloro-phenyl)-2-(5'-fluoro-[3,3']bipyridinyl-6-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[2-(5-bromo-pyridin-2-yl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and 5-fluoropyridine-3-boronic acid in analogy to Example 1b): MS (ISP): 476.1 and 478.1 (M+H)+.

Sources & evidence

ORD record
ord-38524549be2d4d7e8616dbbf1ae4f19a
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Linked notes

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