(NE)-N-[(2-bromo-4-pyridinyl)-(2-cyano-3-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide → 1-(2-Bromopyridin-4-yl)-4-fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1H-isoindol-3-amine

HRID 1662189Notes

Reaction equation

HRID 1662189 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH3:11])[C:5]([O:9][CH3:10])=[C:6]([F:8])[CH:7]=1.[Br:12][C:13]1[CH:18]=[C:17](/[C:19](/[C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=2[C:34]#[N:35])=[N:20]\S(C(C)(C)C)=O)[CH:16]=[CH:15][N:14]=1>>[Br:12][C:13]1[CH:18]=[C:17]([C:19]2([C:2]3[CH:3]=[C:4]([CH3:11])[C:5]([O:9][CH3:10])=[C:6]([F:8])[CH:7]=3)[C:27]3[C:28](=[C:29]([F:33])[CH:30]=[CH:31][CH:32]=3)[C:34]([NH2:35])=[N:20]2)[CH:16]=[CH:15][N:14]=1

Participants

3

Reactant 2

HCID 58579482(NE)-N-[(2-bromo-4-pyridinyl)-(2-cyano-3-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 593275455-Bromo-1-fluoro-2-methoxy-3-methylbenzene

Product 1

HCID 585795291-(2-Bromopyridin-4-yl)-4-fluoro-1-(3-fluoro-4-methoxy-5-methylphenyl)-1H-isoindol-3-amine

Procedure

The title compound was synthesized as described in Example 24i starting from 5-bromo-1-fluoro-2-methoxy-3-methylbenzene (177 mg, 0.81 mmol) and (E)-N-((2-bromopyridin-4-yl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (300 mg, 0.73 mmol) to give the title compound which was used without further purification (330 mg, 99%). MS (ES+) m/z 444, 446 [M+1]+.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-ec8d5978b7b0490ba2620bfbfd649a51
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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