Phosphorus oxychloride → HCID 117770649, compound

HRID 1526328Notes

Reaction equation

HRID 1526328 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=2[F:15])[C:4](=[O:16])[C:3]=1[CH:17]=[N:18]O.P(Cl)(Cl)(Cl)=O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=2[F:15])[C:4](=[O:16])[C:3]=1[C:17]#[N:18]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 117770030HCID 117770030, compound

Product 1

HCID 117770649HCID 117770649, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-chloro-1-(2,6-difluorophenyl)-3-((hydroxyimino)methyl)pyridin-2(1H)-one obtained in Step D (800 mg) in acetonitrile (7.0 mL) was added phosphorus oxychloride (0.341 mL) at room temperature. The reaction mixture was heated at 100° C. for 1 hr, cooled to room temperature, and poured into ice water. The resulting solid was collected by filtration, and dried under reduced pressure to give the title compound (600 mg).

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe resulting solid was collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-c987ff5d86df46ab929f3e453ab4faa6
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

Loading…