2-Chloro-4'-fluoroacetophenone → HCID 23207150, compound

HRID 1756078Notes

Reaction equation

HRID 1756078 reaction equation
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[CH3:13])#[N:2].[F:14][C:15]1[CH:24]=[CH:23][C:18]([C:19](=[O:22])[CH2:20][Cl:21])=[CH:17][CH:16]=1>C(#N)C>[ClH:21].[C:1]([CH2:3][C:4]1[C:12]2[C:7]([N:8]([CH2:20][C:19]([C:18]3[CH:23]=[CH:24][C:15]([F:14])=[CH:16][CH:17]=3)=[O:22])[CH:9]=[CH:10][CH:11]=2)=[N:6][C:5]=1[CH3:13])#[N:2]

Participants

4

Reactant 2

HCID 1202482-Chloro-4'-fluoroacetophenoneHCID 19916764(2-Methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetonitrile

Product 1

HCID 23207150HCID 23207150, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 7 5 mg (0.44 mmol) of 3-cyanomethyl-2-methyl-pyrrolo [2,3 -b]pyridine and 99 mg(0.57 mmol) of 4-fluorophenacyl chloride in 1 ml acetonitrile was refluxed for 48 h. The solvent was evaporated and the residue was treated with 0.4 ml acetonitrile. After filtration the solid was treated with 0,3 ml methanol and 0,4 ml acetonitrile to give 75 mg (55% ) of the title compound.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was treated with 0.4 ml acetonitrile
  3. filtrationAfter filtration the solid
  4. additionwas treated with 0,3 ml methanol and 0,4 ml acetonitrile

Sources & evidence

ORD record
ord-5bc533e53c32447ba8b1bceb44421817
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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