4-Bromo-2,6-dimethylpyrimidine → 1-(3-Bromophenyl)-1-(2,6-dimethylpyrimidin-4-yl)-4-fluoro-1H-isoindol-3-amine

HRID 1662198Notes

Reaction equation

HRID 1662198 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[Br:10][C:11]1[CH:12]=[C:13]([C:17]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:26]=2[C:32]#[N:33])=[N:18]S(C(C)(C)C)=O)[CH:14]=[CH:15][CH:16]=1>>[Br:10][C:11]1[CH:12]=[C:13]([C:17]2([C:2]3[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[N:3]=3)[C:25]3[C:26](=[C:27]([F:31])[CH:28]=[CH:29][CH:30]=3)[C:32]([NH2:33])=[N:18]2)[CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 109652454-Bromo-2,6-dimethylpyrimidineHCID 76821598N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide

Product 1

HCID 585795261-(3-Bromophenyl)-1-(2,6-dimethylpyrimidin-4-yl)-4-fluoro-1H-isoindol-3-amineYield 35%

Procedure

The title compound was synthesized as described for Example 35i in 35% yield, starting from of 4-bromo-2,6-dimethylpyrimidine (507 mg, 2.71 mmol) and N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (850 mg, 2.09 mmol). MS (ES+) m/z 411, 413 [M+H]+.

Sources & evidence

ORD record
ord-29c3ac4225814114834f4486ce77709c
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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