Phosphorus oxychloride → HCID 53820011, compound

HRID 2297504Notes

Reaction equation

HRID 2297504 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:14]#[C:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[NH:8][N:7]=[CH:6]2.O=P(Cl)(Cl)[Cl:24]>CC(C)=O>[Cl:24][C:9]1[C:10]2[C:5](=[C:4]([C:14]#[C:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH:6]=[N:7][N:8]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 53932915HCID 53932915, compound

Product 1

HCID 53820011HCID 53820011, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
85 °C

Procedure

A suspension under N2 of 6-methoxy-5-pyridin-4-ylethynyl-2H-phthalazin-1-one (2.26 g,), prepared as described in example 141, in POCl3 (40 ml) was heated for 3 hours at 85° C., then dried. The residue was taken up in a saturated NaHCO3 solution up to alkalinity, then filtered and extracted with ethyl acetate. The solid was dissolved in a CH2Cl2/CH3OH/ethyl acetate mixture, dried over Na2SO4 and filtered. The solution was joined to the previous organic phase and dried to give a residue which was taken up in acetone and filtered yielding 1.5 g of the title compound (yield: 62%).

Workup

  1. customdried
  2. filtrationfiltered
  3. extractionextracted with ethyl acetate
  4. dissolutionThe solid was dissolved in a CH2Cl2/CH3OH/ethyl acetate mixture
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customdried
  8. customto give a residue which
  9. filtrationfiltered

Sources & evidence

ORD record
ord-2c492b1693104a89ade4a4bad3fa3ad6
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

Loading…