Hydrazine hydrate (1:1) → 1H-Indazole-5-carbonitrile

HRID 2189731Notes

Reaction equation

HRID 2189731 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([C:10]#[N:11])=[CH:6][C:3]=1[CH:4]=O.O.[NH2:13][NH2:14]>>[NH:13]1[C:2]2[C:3](=[CH:6][C:7]([C:10]#[N:11])=[CH:8][CH:9]=2)[CH:4]=[N:14]1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 109097255-Cyano-2-fluorobenzaldehyde

Product 1

HCID 111263841H-Indazole-5-carbonitrile

Procedure

2-fluoro-5-cyanobenzaldehyde (1.1 g) is dissolved in hydrazine hydrate (19 ml) and stirred at room temperature for 18 hours. The solution is then distilled and the residue purified by flash column chromatography on silica, eluting with DCM. This gives the title compound (300 mg).

Workup

  1. distillationThe solution is then distilled
  2. customthe residue purified by flash column chromatography on silica
  3. washeluting with DCM

Sources & evidence

ORD record
ord-d10481a21fe3425bbb45c19dd6a9df86
Source dataset
uspto-grants-2012_12
Patent number
US08324254B2

Reaction notes

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