HCID 64997388, compound → HCID 24971853, compound

HRID 239133Notes

Reaction equation

HRID 239133 reaction equation
O=[C:2]([CH3:13])[CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1>O=P(Cl)(Cl)Cl>[CH3:13][C:2]1[O:12][C:5]([C:6]2[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=2)=[N:4][CH:3]=1

Participants

3

Reactant 1

HCID 64997388HCID 64997388, compound

Product 1

HCID 24971853HCID 24971853, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
120 °C

Procedure

20 g N-(2-oxo-propyl)-isonicotinamide was dissolved in 200 mL phosphoroxychloride at 0° C. and the mixture was heated at 120° C. over night. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with brine and concentrated. The residue was purified by chromatographie on silica to yield 10.5 g of the desired product.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. concentrationconcentrated
  5. customThe residue was purified by chromatographie on silica

Sources & evidence

ORD record
ord-6d2b5c99322e4b64a3f3b52a03e0ecc3
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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