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

HRID 503170Notes

Reaction equation

HRID 503170 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-250081b3cc5f44099dcb857d0de86e3a
Source dataset
uspto-grants-2010_08
Patent number
US07776890B2

Reaction notes

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