Water → HCID 73827708, compound

HRID 1595198Notes

Reaction equation

HRID 1595198 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:17]2C=CN=CC=2)C(C2C=CC=CC=2)=O)=[CH:4][CH:3]=1.Cl.[NH2:24][OH:25].[N:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:24][OH:25])[CH2:17][C:29]2[CH:30]=[CH:31][N:26]=[CH:27][CH:28]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 21704185HCID 21704185, compound

Product 1

HCID 73827708HCID 73827708, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 4-fluorophenyl-2-(4-pyridyl)acetophenone (8.08 g, 37.6 mmol) [See PCT/US93/00674, Adams et al., WO93/14081] in EtOH (80 mL) was added hydroxylamine hydrochloride (4.12 g, 59.7 mmol) and pyridine (4.8 mL, 59.7 mmol). The mixture was stirred at 60 ° C. for 1 h, then poured into H2O and stirred an additional 1 min. The resulting precipitate was filtered and washed with H2O. The precipitate was recrystallized from EtOH/H2O to give the title compound as a white solid (6.29 g): mp 135-136° C.

Workup

  1. stirringstirred an additional 1 min
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with H2O
  4. customThe precipitate was recrystallized from EtOH/H2O

Sources & evidence

ORD record
ord-4a7a8f6197ae430abebdc9a4bd387413
Source dataset
uspto-grants-2001_09
Patent number
US06288062B1

Reaction notes

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