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

HRID 1662237Notes

Reaction equation

HRID 1662237 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]2([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)[C:17]3[C:12](=[C:13]([F:18])[CH:14]=[CH:15][CH:16]=3)[C:11]([NH2:19])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[N:26]1[CH:31]=[C:30](B(O)O)[CH:29]=[N:28][CH:27]=1>>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[C:11]([NH2:19])=[N:10][C:9]2([C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([C:30]2[CH:31]=[N:26][CH:27]=[N:28][CH:29]=2)[CH:3]=1)[C:20]1[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 585794771-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine

Product 1

HCID 462062954-Fluoro-1-(4-fluoro-3-(pyrimidin-5-yl)phenyl)-1-(pyridin-4-yl)-1H-isoindol-3-amineYield 29%

Procedure

The title compound was synthesized as described for Example 12 in 29% yield, starting from 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine (44 mg, 0.11 mmol) and 5-pyrimidinylboronic acid (18.66 mg, 0.15 mmol).

Sources & evidence

ORD record
ord-fdaf4658caa243019d6070b121394e21
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

Loading…