Methylhydrazine → HCID 178473786, compound

HRID 986140Notes

Reaction equation

HRID 986140 reaction equation
[Br:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:13]=[CH:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH: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 20159257HCID 20159257, 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-acetylpyridine, 1.1 g of (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-f1debaf1e481406f99537c996af4f403
Source dataset
uspto-grants-1987_12
Patent number
US04710573

Reaction notes

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