Hydrazine hydrate (1:1) → 3-(3-fluorophenyl)-7-methoxy-1H-indazole-5-carbonitrile

HRID 1610126Notes

Reaction equation

HRID 1610126 reaction equation
F[C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=1.O.[NH2:22][NH2:23]>C(O)C>[F:19][C:15]1[CH:14]=[C:13]([C:12]2[C:3]3[C:2](=[C:9]([O:10][CH3:11])[CH:8]=[C:5]([C:6]#[N:7])[CH:4]=3)[NH:23][N:22]=2)[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22260967HCID 22260967, compound

Product 1

HCID 222608863-(3-fluorophenyl)-7-methoxy-1H-indazole-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 640 mg of 4-fluoro-3-(3-fluorobenzoyl)-5-methoxybenzonitrile in 6 ml ethanol was added 3 ml of hydrazine monohydrate at room temperature, followed by stirring at 70° C. for one day. The reaction mixture was evaporated, and the resulting crystals were collected by filtration. The crystals were sequentially washed with ethanol and diethyl ether, to give 590 mg of the title compound as colorless crystals.

Workup

  1. customThe reaction mixture was evaporated
  2. filtrationthe resulting crystals were collected by filtration
  3. washThe crystals were sequentially washed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-1f9b237ae6b045a7b7f8695af8494f12
Source dataset
uspto-grants-2006_01
Patent number
US06982274B2

Reaction notes

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