HCID 18622134, compound → (4-Amino-2-fluorophenyl)acetonitrile

HRID 1861940Notes

Reaction equation

HRID 1861940 reaction equation
[C:1]([CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2C(=O)C3=CC=CC=C3C2=O)=[CH:6][C:5]=1[F:21])#[N:2]>CO.O.NN>[C:1]([CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[F:21])#[N:2]

Participants

4

Reactant 1

HCID 18622134HCID 18622134, compound

Product 1

HCID 18621981(4-Amino-2-fluorophenyl)acetonitrileYield 76.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

To a solution of the compound (164 mg) obtained in Example 250 in methanol (5 ml), hydrazine monohydrate (0.057 ml) was added and heated under reflux for 3 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=6:4) to give 67 mg of the titled compound (yield, 76%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=6:4)

Sources & evidence

ORD record
ord-313be450829242208c16baadb16639fc
Source dataset
uspto-grants-2003_03
Patent number
US06534546B1

Reaction notes

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