Phosphorus oxychloride → HCID 57504743, compound

HRID 1098283Notes

Reaction equation

HRID 1098283 reaction equation
P(Cl)(Cl)([Cl:3])=O.O[C:7]1[N:12]=[CH:11][N:10]=[C:9]2[N:13]([C:16]3[C:23]([C:24]#[N:25])=[CH:22][CH:21]=[CH:20][C:17]=3[C:18]#[N:19])[N:14]=[CH:15][C:8]=12>>[Cl:3][C:7]1[N:12]=[CH:11][N:10]=[C:9]2[N:13]([C:16]3[C:23]([C:24]#[N:25])=[CH:22][CH:21]=[CH:20][C:17]=3[C:18]#[N:19])[N:14]=[CH:15][C:8]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178509775HCID 178509775, compound

Product 1

HCID 57504743HCID 57504743, compoundYield 43.9%

Conditions

Temperature
100 °C

Procedure

Phosphoryl trichloride (6842 μl, 71.40 mmol) was added to 2-(4-hydroxy-1H-pyrazolo[3,4-d]pyrimidin-1-yl)isophthalonitrile (Intermediate BK2) (1872 mg, 7.14 mmol). The resulting solution was stirred at 100° C. for 4 hours. The reaction mixture was evaporated and ice/water added to the residue. After stirring for 1 hour a precipitate formed that was filtered off and washed with water (3×5 mL) to give a yellow solid. This was dried under high vacuum for 20 hours to give the product (879 mg, 43.9%) which was used without further purification.

Workup

  1. customThe reaction mixture was evaporated
  2. additionice/water added to the residue
  3. stirringAfter stirring for 1 hour a precipitate
  4. customformed
  5. filtrationthat was filtered off
  6. washwashed with water (3×5 mL)
  7. customto give a yellow solid
  8. customThis was dried under high vacuum for 20 hours

Sources & evidence

ORD record
ord-592130b0655143238d03f435f3ffe0c3
Source dataset
uspto-grants-2012_03
Patent number
US08143263B2

Reaction notes

Loading…