(5-Fluoropyridin-3-yl)boronic acid → 4-Fluoro-1-(2-fluoro-5-(5-fluoropyridin-3-yl)phenyl)-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amine

HRID 1662228Notes

Reaction equation

HRID 1662228 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:26])=[C:6]([C:8]2([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([CH3:25])[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:7]=1.[F:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[N:32][CH:33]=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:6]1[CH:7]=[C:2]([C:30]2[CH:31]=[N:32][CH:33]=[C:28]([F:27])[CH:29]=2)[CH:3]=[CH:4][C:5]=1[F:26])[C:19]1[CH:24]=[CH:23][N:22]=[C:21]([CH3:25])[CH:20]=1

Participants

3

Reactant 2

HCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 585794991-(5-Bromo-2-fluorophenyl)-4-fluoro-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amine

Product 1

HCID 462056404-Fluoro-1-(2-fluoro-5-(5-fluoropyridin-3-yl)phenyl)-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amineYield 41%

Procedure

The title compound was synthesized as described for Example 1 in 41% yield, starting from 1-(5-bromo-2-fluorophenyl)-4-fluoro-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amine (80 mg, 0.19 mmol) and 5-fluoropyridin-3-ylboronic acid (35.4 mg, 0.25 mmol).

Sources & evidence

ORD record
ord-2a1e6aedcf8048c59278b501c02d9059
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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