Dimethylformamide → HCID 67997843, compound

HRID 1528608Notes

Reaction equation

HRID 1528608 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]2[CH2:14][CH2:13][N:12]([CH3:15])[C:11]2=[O:16])=[N:8][CH:9]=1.CN(C)C=[O:20]>C(OCC)(=O)C>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2([OH:20])[CH2:14][CH2:13][N:12]([CH3:15])[C:11]2=[O:16])=[N:8][CH:9]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 679978423-(5-Bromo-pyridin-2-yl)-1-methyl-pyrrolidin-2-one

Product 1

HCID 67997843HCID 67997843, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Sodium hydride (55% in mineral oil, 0.13 g) was added to a solution of 3-(5-bromo-pyridin-2-yl)-1-methyl-pyrrolidin-2-one (0.69 g) in N,N-dimethylformamide (10 mL) at room temperature. The resulting mixture was stirred in the presence of air for 1.5 h and then diluted with ethyl acetate. The precipitate formed thereafter was separated by filtration, washed with ether, and dried. The title compound was obtained as a colorless solid. Yield: 0.71 g (93% of theory); LC (method 1): tR=1.38 min; Mass spectrum (ESI+): m/z=271/273 (Br) [M+H]+.

Workup

  1. customThe precipitate formed
  2. customthereafter was separated by filtration
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-60d36a0416f347d1ac63855249d57670
Source dataset
uspto-grants-2015_07
Patent number
US09090605B2

Reaction notes

Loading…