Phosphorus oxychloride → HCID 23153703, compound

HRID 1990791Notes

Reaction equation

HRID 1990791 reaction equation
P(Cl)(Cl)([Cl:3])=O.[CH3:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17](=O)[NH:16][N:15]=2)=[CH:10][CH:9]=1>N1C=CC=CC=1>[Cl:3][C:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:14]([C:11]2[CH:12]=[N:13][C:8]([O:7][CH3:6])=[CH:9][CH:10]=2)=[N:15][N:16]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 23153686HCID 23153686, compound

Product 1

HCID 23153703HCID 23153703, compoundYield 55.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

932 μl (10 mmol) of phosphorus oxychloride was added to a pyridine solution (5 ml) of 507 mg (2 mmol) of 4-(6-methoxypyridin-3-yl)-2H-phthalazin-1-on, and the reaction liquid was stirred at 120° C. for 30 minutes. This was concentrated under reduced pressure, aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 300 mg (yield: 55%) of 1-chloro-4-(6-methoxypyridin-3-yl)-phthalazine as a brown solid.

Workup

  1. customthe reaction liquid
  2. concentrationThis was concentrated under reduced pressure, aqueous saturated sodium hydrogencarbonate solution
  3. additionwas added to the reaction liquid
  4. extractionextracted with chloroform
  5. washthe organic layer was washed with saturated saline water
  6. dry with materialThis was dried with anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ef8950bffc504662a2211637cbcb3b82
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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