Dimethylformamide → HCID 14770835, compound

HRID 1090372Notes

Reaction equation

HRID 1090372 reaction equation
Br[C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH:14]=2)=[C:4]([F:16])[CH:3]=1.[CH3:17][N:18](C)C=O>>[F:8][C:7]1[CH:6]=[C:5]([C:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH:14]=2)[C:4]([F:16])=[CH:3][C:2]=1[C:17]#[N:18]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 14770869HCID 14770869, compound

Product 1

HCID 14770835HCID 14770835, compound

Procedure

A mixture of 2.88 g (10 mmoles) of 4-(4-bromo-2,5-difluorophenyl)-1,2,3,6-tetrahydro-1-methylpyridine and 0.90 g (10 mmoles) of cuprous cyanide in 30 ml of dimethylformamide was refluxed overnight. The solvent was evaporated, the residue treated with ammonium hydroxide, and the solution extracted with dichloromethane. Evaporation of the organic phase afforded the title compound.

Workup

  1. temperaturewas refluxed overnight
  2. customThe solvent was evaporated
  3. additionthe residue treated with ammonium hydroxide
  4. extractionthe solution extracted with dichloromethane
  5. customEvaporation of the organic phase

Sources & evidence

ORD record
ord-77cee28498c6461683710e3d04e73f35
Source dataset
uspto-grants-1992_01
Patent number
US05081254

Reaction notes

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