Phosphorus oxychloride → 4-Chloro-1-(2-phenylvinyl)-1H-pyrazolo[3,4-d]pyrimidine

HRID 732936Notes

Reaction equation

HRID 732936 reaction equation
O=P(Cl)(Cl)[Cl:3].O[CH:7]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:8][N:9]1[C:13]2[N:14]=[CH:15][NH:16][C:17](=O)[C:12]=2[CH:11]=[N:10]1>>[Cl:3][C:17]1[N:16]=[CH:15][N:14]=[C:13]2[N:9]([CH:8]=[CH:7][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:10]=[CH:11][C:12]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1363835291-(2-Hydroxy-2-phenylethyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Product 1

HCID 859616164-Chloro-1-(2-phenylvinyl)-1H-pyrazolo[3,4-d]pyrimidine

Procedure

POCl3 (14 g, 91 mmol) was added to 10 (2.56 g, 10 mmol) and the mixture was refluxed for 12 h and then cooled to room temperature.

Workup

  1. temperaturethe mixture was refluxed for 12 h

Sources & evidence

ORD record
ord-5f0bbc58057a42028aee11c0185e9cce
Source dataset
uspto-grants-2009_09
Patent number
US07589086B2

Reaction notes

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