Methylhydrazine → HCID 178473786, compound

HRID 2107414Notes

Reaction equation

HRID 2107414 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, as 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-62f6b6cb4c994b7fa79de285d83ceffc
Source dataset
uspto-grants-1990_06
Patent number
US04933460

Reaction notes

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