(Pyrimidin-5-yl)boronic acid → 4-Fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1-(2-(pyrimidin-5-yl)pyridin-4-yl)-1H-isoindol-3-amine

HRID 1662255Notes

Reaction equation

HRID 1662255 reaction equation
Br[C:2]1[CH:7]=[C:6]([C:8]2([C:19]3[CH:24]=[C:23]([CH3:25])[C:22]([O:26][CH3:27])=[C:21]([F:28])[CH:20]=3)[C:16]3[C:11](=[C:12]([F:17])[CH:13]=[CH:14][CH:15]=3)[C:10]([NH2:18])=[N:9]2)[CH:5]=[CH:4][N:3]=1.[N:29]1[CH:34]=[C:33](B(O)O)[CH:32]=[N:31][CH:30]=1>>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[C:10]([NH2:18])=[N:9][C:8]2([C:19]1[CH:24]=[C:23]([CH3:25])[C:22]([O:26][CH3:27])=[C:21]([F:28])[CH:20]=1)[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([C:33]2[CH:34]=[N:29][CH:30]=[N:31][CH:32]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 585795291-(2-Bromopyridin-4-yl)-4-fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1H-isoindol-3-amine

Product 1

HCID 462020844-Fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1-(2-(pyrimidin-5-yl)pyridin-4-yl)-1H-isoindol-3-amineYield 11%

Procedure

The title compound was synthesized as described in Example 33 in 11% yield starting from 1-(2-bromopyridin-4-yl)-4-fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1H-isoindol-3-amine (330 mg, 0.74 mmol) and pyrimidin-5-ylboronic acid (101 mg, 0.82 mmol).

Sources & evidence

ORD record
ord-6556dcb620a942dbb24ae8c597d2b804
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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