Water → HCID 178437989, compound

HRID 237403Notes

Reaction equation

HRID 237403 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([C:8](=O)[CH2:9][CH3:10])[CH:7]=1.O.[NH2:14][NH2:15].O>CN1CCCC1=O>[Br:1][C:2]1[CH:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[NH:15][N:14]=[C:8]2[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 529838141-(5-Bromo-2-fluorophenyl)propan-1-one

Product 1

HCID 178437989HCID 178437989, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 7.50 g (32.5 mmol) 1-(5-bromo-2-fluorophenyl)-1-propanone (Example 6A) in 1-methyl-2-pyrrolidinone (NMP; 100 ml) was treated with 3.25 g (3.16 ml, 64.9 mmol) hydrazine hydrate and stirred at reflux temperature for 16 h. Upon cooling, the mixture was poured into a mixture of ice and water. The precipitate was collected by filtration and washed thoroughly with water to yield 4.56 g (62% of th.) of the title compound as a beige-coloured solid.

Workup

  1. temperatureat reflux temperature for 16 h
  2. temperatureUpon cooling
  3. filtrationThe precipitate was collected by filtration
  4. washwashed thoroughly with water

Sources & evidence

ORD record
ord-ebb1be27836549828e605ea0ed88db47
Source dataset
uspto-grants-2014_02
Patent number
US08642595B2

Reaction notes

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