Hydrazine hydrate (1:1) → HCID 15896325, compound

HRID 566713Notes

Reaction equation

HRID 566713 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([CH:8]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH2:9][C:10](OCC)=[O:11])=O)=[CH:4][CH:3]=1.O.[NH2:24][NH2:25]>C(O)C>[F:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]2[CH:8]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)[CH2:9][C:10](=[O:11])[NH:24][N:25]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15896324HCID 15896324, compound

Product 1

HCID 15896325HCID 15896325, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 3-(4-fluorobenzoyl)-3-(4-pyridyl)-propionate (1.0 g, 3.32 mmol) and hydrazine monohydrate (1 ml, 20.6 mmol) in ethanol (1 ml) was refluxed for 2.5 h. The solvent and hydrazine monohydrate were evaporated. The remainder was taken up in n-butanol and the mixture was heated at reflux for 45 min. Evaporation was followed by column chromatography on silica gel (3-7.5% methanol/dichloromethane) to provide the title compound. MS (m/z): 270.2 (M+H)+; C15H12FN3O requir. 269.3.

Workup

  1. customThe solvent and hydrazine monohydrate were evaporated
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 45 min
  4. customEvaporation

Sources & evidence

ORD record
ord-e525eb42c6df4164a988d56d77be44f6
Source dataset
uspto-grants-2001_01
Patent number
US06174901B1

Reaction notes

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