Phosphorus oxychloride → HCID 21104349, compound

HRID 1010840Notes

Reaction equation

HRID 1010840 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:9][C:10]2[N:11]([N:15]=[CH:16][N:17]=2)[C:12](=O)[CH:13]=1.P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:12]1[N:11]2[N:15]=[CH:16][N:17]=[C:10]2[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[CH:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178515545HCID 178515545, compound

Product 1

HCID 21104349HCID 21104349, compoundYield 46%

Procedure

5-(2-Fluoro-phenyl)-4H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one (840 mg, 3.64 mmole) was suspended in phosphorous oxychloride (5 ml) and heated to reflux for 45 min. The excess phosphorous oxychloride was removed under vacuum, the residue was treated with ice, the product was extracted with chloroform, then the chloroform was washed with 10% sodium bicarbonate, dried over sodium sulfate and the solvent was removed under vacuum to give 420 mg of product (yield 46%).

Workup

  1. temperatureheated
  2. temperatureto reflux for 45 min
  3. customThe excess phosphorous oxychloride was removed under vacuum
  4. additionthe residue was treated with ice
  5. extractionthe product was extracted with chloroform
  6. washthe chloroform was washed with 10% sodium bicarbonate
  7. dry with materialdried over sodium sulfate
  8. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-f57e99ef6ce243ab930dddcb40748c21
Source dataset
uspto-grants-2011_07
Patent number
US07977342B2

Reaction notes

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