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

HRID 1662267Notes

Reaction equation

HRID 1662267 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][CH3:27])[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:28]1[CH:33]=[C:32](B(O)O)[CH:31]=[N:30][CH:29]=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]=[CH:23][C:22]([F:25])=[C:21]([O:26][CH3:27])[CH:20]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:32]2[CH:33]=[N:28][CH:29]=[N:30][CH:31]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 585795211-(3-Bromophenyl)-4-fluoro-1-(4-fluoro-3-methoxyphenyl)-1H-isoindol-3-amine

Product 1

HCID 462030724-Fluoro-1-(4-fluoro-3-methoxyphenyl)-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amineYield 20%

Procedure

The title compound was synthesized as described for Example 45 in 20% yield starting from 1-(3-bromophenyl)-4-fluoro-1-(4-fluoro-3-methoxyphenyl)-1H-isoindol-3-amine (210 mg, 0.49 mmol) and pyrimidine-5-boronic acid (72.7 mg, 0.59 mmol).

Sources & evidence

ORD record
ord-33323cf2466647df8f082b8e972d3f05
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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