Hydrazine hydrate (1:1) → HCID 22244677, compound

HRID 891155Notes

Reaction equation

HRID 891155 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:5]([CH3:13])[N:4]([C:14]2[N:19]=[CH:18][C:17]([CH2:20][C:21]#[N:22])=[CH:16][CH:15]=2)[N:3]=1.O.NN>[Ni].C(O)C>[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[C:5]([CH3:13])[N:4]([C:14]2[N:19]=[CH:18][C:17]([CH2:20][CH2:21][NH2:22])=[CH:16][CH:15]=2)[N:3]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22244700HCID 22244700, compound

Product 1

HCID 22244677HCID 22244677, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of [6-(3,5-dimethyl-4-phenyl-1H-pyrazol-1-yl)pyridin-3-yl]acetonitrile (step 3, 633 mg, 2.20 mmol), Raney Ni (W2, 0.5 g), hydrazine monohydrate (1.1 mL, 22.0 mmol), and ethanol (20 mL) was stirred at 60° C. for 6 h. After cooling to room temperature, the mixture was filtered through a bed of celite. The filtrate was evaporated to afford 642 mg (quant.) of title compound: MS (ESI) m/z 293 [M+H]+.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe mixture was filtered through a bed of celite
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-27a67089b5b1421480eb0bc121776755
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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