4-Bromo-2-(trifluoromethyl)pyridine → 1-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine

HRID 1662183Notes

Reaction equation

HRID 1662183 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:3]=1.[Br:12][C:13]1[CH:14]=[C:15]([C:20]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[C:29]=2[C:35]#[N:36])=[N:21]S(C(C)(C)C)=O)[CH:16]=[CH:17][C:18]=1[F:19]>>[Br:12][C:13]1[CH:14]=[C:15]([C:20]2([C:2]3[CH:7]=[CH:6][N:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:3]=3)[C:28]3[C:29](=[C:30]([F:34])[CH:31]=[CH:32][CH:33]=3)[C:35]([NH2:36])=[N:21]2)[CH:16]=[CH:17][C:18]=1[F:19]

Participants

3

Reactant 2

HCID 234369504-Bromo-2-(trifluoromethyl)pyridineHCID 76821603N-((3-Bromo-4-fluorophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide

Product 1

HCID 585794921-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amineYield 35%

Procedure

The title compound was synthesized as described for Example 11i in 35% yield, starting from of 4-bromo-2-(trifluoromethyl)pyridine (0.159 g, 0.71 mmol) and N-((3-bromo-4-fluorophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (0.300 g, 0.71 mmol);

Sources & evidence

ORD record
ord-43a7f26a90664f13850d6f37faccd8d0
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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