N-[6-(Bromomethyl)pyridin-2-yl]-2,2-dimethylpropanamide → HCID 59087973, compound

HRID 656294Notes

Reaction equation

HRID 656294 reaction equation
Br[CH2:2][C:3]1[N:8]=[C:7]([NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:6]=[CH:5][CH:4]=1.[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[K]>CN(C)C=O>[O:21]=[C:19]1[C:18]2[C:17](=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16](=[O:26])[N:20]1[CH2:2][C:3]1[N:8]=[C:7]([NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14326706N-[6-(Bromomethyl)pyridin-2-yl]-2,2-dimethylpropanamideHCID 24194345Phthalimide potassium salt

Product 1

HCID 59087973HCID 59087973, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-[6-(bromomethyl)-2-pyridinyl]-2,2-dimethylpropaneamide (21-2) (1.9 g) was dissolved in dimethylformamide (20 ml) and to the solution was added potassium phthalimide (1.43 g), followed by stirring at room temperature for 24 hours. The resulting mixture was concentrated under reduced pressure and extrated with water and dichloromethane. An organic layer was concentrated under reduced pressure to yield the compound 21-3 (2.27 g, 96%) as a bright yellow solid.

Workup

  1. concentrationThe resulting mixture was concentrated under reduced pressure
  2. concentrationAn organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a76a86ffe8c04a58ac1c841d52e626ba
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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