Methylhydrazine → HCID 178473786, compound

HRID 867706Notes

Reaction equation

HRID 867706 reaction equation
[Br:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=O)=[C:4](F)[CH:3]=1.C[NH:21][NH2:22]>C(O)CCC>[C:14]([N:11]1[CH2:12][CH2:13][CH:8]([C:6]2[C:5]3[C:4](=[CH:3][C:2]([Br:1])=[CH:18][CH:17]=3)[NH:22][N:21]=2)[CH2:9][CH2:10]1)(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 14032496HCID 14032496, compound

Product 1

HCID 178473786HCID 178473786, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 3.3 g of 4-(4-bromo-2-fluorobenzoyl)-1-acetylpiperidine, 1.1 g (0.013 mole) of methylhydrazine and 30 ml of n-butanol was heated under reflux for 16 hrs. The reaction mixture was concentrated in vacuo and the residue was diluted with water. The aqueous suspension was made basic with ammonium hydroxide solution and extracted with dichloromethane. The extract was washed with water, dried over anhydrous potassium carbonate and the solvent was concentrated to give 3-(1-acetyl-4-piperidinyl)-6-bromo-1H-indazole, was an oil.

Workup

  1. temperatureunder reflux for 16 hrs
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with dichloromethane
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous potassium carbonate
  7. concentrationthe solvent was concentrated

Sources & evidence

ORD record
ord-f11b87080ee9435dbfa0965c3f474609
Source dataset
uspto-grants-1988_10
Patent number
US04775761

Reaction notes

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