Phosphorus oxychloride → HCID 11032125, compound

HRID 1062542Notes

Reaction equation

HRID 1062542 reaction equation
O[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]2[N:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:10]=[CH:11][C:3]=12.P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]2[N:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:10]=[CH:11][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178433422HCID 178433422, compound

Product 1

HCID 11032125HCID 11032125, compoundYield 89%

Conditions

Temperature
92.5 °C

Procedure

A suspension of 4-hydroxy-6-methyl-1-phenyl-pyrazolo-[3,4-d]pyrimidine (350 mg, 1.55 mmol) (Ind. J. Chem. 31B, 163, 1992) in phosphorus oxychloride (10 mL) was heated under to 90-95° C. for 9 h. The mixture was cooled to rt and concentrated. The residue was slowly poured into crushed ice. The precipitated solid was filtered, washed with water, and dried in air to obtain 4-chloro-6-methyl-1-phenyl-pyrazolo-[3,4-d]pyrimidine (compound 3B, 335 mg, 89%) as an off-white solid. HPLC Retention time=3.70 min.; LC/MS (M+H)+=245.13.

Workup

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated
  3. additionThe residue was slowly poured
  4. custominto crushed ice
  5. filtrationThe precipitated solid was filtered
  6. washwashed with water
  7. customdried in air

Sources & evidence

ORD record
ord-7b79bb1620cc404ca90d7272d8d284a9
Source dataset
uspto-grants-2005_11
Patent number
US06962915B2

Reaction notes

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