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

HRID 1662238Notes

Reaction equation

HRID 1662238 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][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:27]1[CH:32]=[C:31](B(O)O)[CH:30]=[N:29][CH:28]=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:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:31]2[CH:32]=[N:27][CH:28]=[N:29][CH:30]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 585795181-(3-Bromophenyl)-4-fluoro-1-(4-methoxyphenyl)-1H-isoindol-3-amine

Product 1

HCID 462062964-Fluoro-1-(4-methoxyphenyl)-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amineYield 59%

Procedure

The title compound was synthesized as described for Example 1 in 59% yield, starting from 1-(3-bromophenyl)-4-fluoro-1-(4-methoxyphenyl)-1H-isoindol-3-amine (0.13 g, 0.25 mmol) and 5-pyrimidinylboronic acid (0.037 g, 0.30 mmol):

Sources & evidence

ORD record
ord-eb354066da0040f6afd5e06143a46d03
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

Loading…