(Pyrimidin-5-yl)boronic acid → 1-(3,4-Difluoro-5-methoxyphenyl)-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amine

HRID 1662265Notes

Reaction equation

HRID 1662265 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[C:23]([O:25][CH3:26])[C:22]([F: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:6][CH:7]=1.[N:29]1[CH:34]=[C:33](B(O)O)[CH:32]=[N:31][CH:30]=1>>[F:28][C:21]1[CH:20]=[C:19]([C:8]2([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([C:33]4[CH:34]=[N:29][CH:30]=[N:31][CH:32]=4)[CH:3]=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:24]=[C:23]([O:25][CH3:26])[C:22]=1[F:27]

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 585795071-(3-Bromophenyl)-1-(3,4-difluoro-5-methoxyphenyl)-4-fluoro-1H-isoindol-3-amine

Product 1

HCID 462027451-(3,4-Difluoro-5-methoxyphenyl)-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amineYield 14%

Procedure

The title compound was synthesized as described for Example 45 in 14% yield starting from 1-(3-Bromophenyl)-1-(3,4-difluoro-5-methoxyphenyl)-4-fluoro-1H-isoindol-3-amine (714 mg, 1.60 mmol) and pyrimidine-5-boronic acid (237 mg, 1.92 mmol).

Sources & evidence

ORD record
ord-4cc76294bc73445eab7916e55846c63c
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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