6-MERCAPTO-1-PHENYL-1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE synthesis

9synthesis methods

Product Name:6-MERCAPTO-1-PHENYL-1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE
CAS Number:156718-77-3
Molecular formula:C11H8N4OS
Molecular Weight:244.27

16078-71-0 Synthesis

16078-71-0
148 suppliers
$29.00/1g

532-55-8 Synthesis

532-55-8
213 suppliers
$9.00/1g

6-MERCAPTO-1-PHENYL-1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE

156718-77-3
12 suppliers
inquiry

Yield: 73%

Reaction Conditions:

with sodium ethanolate in tetrahydrofuran;ethanol for 6 h;Reflux;

Steps:

18 1-phenyl-6-thioxo-1,5,6,7-tetrahydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Ethyl 5-amino 1-phenyl-iJIyrazoie-4-carboxyiate (2) (1.0 g, 4.3 mmoi, I eq.) was dissolved in THF (50 rnL) and heated to reflux for 6 h. The mixture was cooled to room temperature and condensed to 20 mL and then added dropwise to a retiuxing mixture of anhydrous ethanol (65 rnL) with sodium ethoxide (10 mL of a 21% solution in ethanol). The reaction was refluxed for 20 miii and then removed from heat and neutralized with acetic acid (2 mL). The cloudy mixture was condensed, dissolved in DMSO/water (1:1) and purified by preparative FIPLC (Agilent Prep Cl 8 column, 21.2 mm 1. D.) using 5 100% methanol in water (0.2% formic acid modifier) to give 1-phenyl-6-thioxo-1,5,6,7-tetrahydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (3) as a white solid (0,92 g, 73% yield) MS (EI) m/z 245 [M+H]⁺

References:

DUKE UNIVERSITY;UNIVERSITY OF CALGARY;HAYSTEAD, Timothy, A.J.;CARLSON, David, A.;WEITZEL, Douglas, H.;MACDONALD, Justin, A.;WALSH, Michael, P. WO2016/49500, 2016, A1 Location in patent:Paragraph 00218

16078-71-0 Synthesis

16078-71-0
148 suppliers
$29.00/1g