Chloroform → HCID 21104300, compound

HRID 1354301Notes

Reaction equation

HRID 1354301 reaction equation
[CH2:1]([N:5]1[C:9]2[N:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[F:21])[NH:12][C:13](=O)[C:8]=2[C:7]([CH3:22])=[N:6]1)[CH2:2][CH2:3][CH3:4].C(Cl)(Cl)[Cl:24]>P(Cl)(Cl)(Cl)=O>[CH2:1]([N:5]1[C:9]2=[N:10][C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[F:21])=[N:12][C:13]([Cl:24])=[C:8]2[C:7]([CH3:22])=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6212ChloroformHCID 136008001HCID 136008001, compound

Product 1

HCID 21104300HCID 21104300, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent2×

Procedure

1-Butyl-6-(2-fluoro-phenyl)-3-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (1.23 g, 4.1 mmole) was dissolved in phosphorous oxychloride (15 ml) and heated to reflux overnight. Removed excess phosphorous oxychloride under vacuum, treated residue with ice water, extracted product into ethyl acetate, washed with water, sat'd sodium chloride, dried over sodium sulfate (anh.) and removed solvent to give crude product. Chromatographed product on silica gel eluting with chloroform to give 723 mg purified product (yield: 55%).

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. extractionextracted product into ethyl acetate
  4. washwashed with water
  5. dry with materialdried over sodium sulfate (anh.)
  6. customremoved solvent
  7. customto give crude product

Sources & evidence

ORD record
ord-dce4f40f0f0b448caad640c9b7e66658
Source dataset
uspto-grants-2007_05
Patent number
US07223766B2

Reaction notes

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