5-(Methylsulphonyl)pyridine-3-boronic acid → 4-Fluoro-1-(2-fluoro-5-(5-(methylsulfonyl)pyridin-3-yl)phenyl)-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine

HRID 1662232Notes

Reaction equation

HRID 1662232 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:29])=[C:6]([C:8]2([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[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.[CH3:30][S:31]([C:34]1[CH:35]=[C:36](B(O)O)[CH:37]=[N:38][CH:39]=1)(=[O:33])=[O:32]>>[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:36]2[CH:37]=[N:38][CH:39]=[C:34]([S:31]([CH3:30])(=[O:33])=[O:32])[CH:35]=2)[CH:3]=[CH:4][C:5]=1[F:29])[C:19]1[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:26])([F:27])[F:28])[CH:20]=1

Participants

3

Reactant 2

HCID 441193815-(Methylsulphonyl)pyridine-3-boronic acidHCID 585795381-(5-Bromo-2-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine

Product 1

HCID 462059654-Fluoro-1-(2-fluoro-5-(5-(methylsulfonyl)pyridin-3-yl)phenyl)-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amineYield 58%

Procedure

The title compound was synthesized as described for Example 1 in 58% yield, starting from 1-(5-bromo-2-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (64.8 mg, 0.14 mmol) and 5-(methylsulfonyl)pyridin-3-ylboronic acid (30.6 mg, 0.15 mmol).

Sources & evidence

ORD record
ord-5f890121b8d74fbbb764f9183f67bb4b
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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