(3-Chlorophenyl)boronic acid → 1-(3'-Chlorobiphenyl-3-yl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine

HRID 1662233Notes

Reaction equation

HRID 1662233 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[CH:23][N:22]=[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.[Cl:25][C:26]1[CH:27]=[C:28](B(O)O)[CH:29]=[CH:30][CH:31]=1>>[Cl:25][C:26]1[CH:31]=[C:30]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3([C:19]4[CH:20]=[CH:21][N:22]=[CH:23][CH:24]=4)[C:16]4[C:11](=[C:12]([F:17])[CH:13]=[CH:14][CH:15]=4)[C:10]([NH2:18])=[N:9]3)[CH:3]=2)[CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acidHCID 585794851-(3-bromophenyl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine

Product 1

HCID 462059661-(3'-Chlorobiphenyl-3-yl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amineYield 38%

Procedure

The title compound was synthesized as described for Example 1 in 38% yield, starting from 1-(3-bromophenyl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine (80 mg, 0.21 mmol) and 3-chlorophenylboronic acid (39.3 mg, 0.25 mmol).

Sources & evidence

ORD record
ord-8250c9521cf84ecdb07dbc843fb3138a
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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