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ChemicalBook CAS DataBase List 4,6-DICHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE

4,6-DICHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE synthesis

3synthesis methods
-

Yield:42754-96-1 87%

Reaction Conditions:

Stage #1:oxypurinol with trichlorophosphate at 20; for 0.25 h;
Stage #2: with triethylamine at 55 - 110; for 5.16667 h;

Steps:

4 4.5. 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine (4)
To 1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione (3) (1.233 mol), phosphorous oxychloride (2.84 mol) was added withstirring at 20 °C. After stirring for 15 min, the mixturewas heated at 55 °C, and triethylamine (2.53 mol) was added over a period of 1 h at a rate that maintains the internal temperature below 65 °C, then mixturewas slowly heated to an internal temperature of 85 °C for 10 min and then heated at 108-110 °C for 4 h to obtain a clear brown-yellow solution. The reaction mixture was cooled to an internal temperature of 40 °C and warm water was added over aperiod of 30-40 min. The solid was collected by filtration to afford pure 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (4) as light yellow solid; (5.35 g, 87%); mp: 173-175 °C.

References:

Singla, Prinka;Luxami, Vijay;Singh, Raja;Tandon, Vibha;Paul, Kamaldeep [European Journal of Medicinal Chemistry,2017,vol. 126,p. 24 - 35]

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