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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524556Generated: October 30, 2026

Potassium Carbonate → 2-((4-Amino-3-(3-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-bromo-3-(2-chlorobenzyl)quinazolin-4(3H)-one

https://huagongshe.com/reaction/524556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-bromo-3-(2-chlorobenzyl)-2-(chloromethyl)quinazolin-4(3H)-oneHCID 66579238—
ReactantHCID 178455042HCID 178455042—
SolventDimethylformamideHCID 6228—
Product2-((4-Amino-3-(3-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-bromo-3-(2-chlorobenzyl)quinazolin-4(3H)-oneHCID 56966053—

Reaction Steps

To a stirred mixture of 5-bromo-3-(2-chlorobenzyl)-2-(chloromethyl)quinazolin-4(3H)-one (2) (100 mg, 0.25 mmol) and potassium carbonate (42 mg, 0.30 mmol) in DMF (2.5 mL) was added a solution of 3-(3-(tert-Butyldimethylsilyloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (6) (94 mg, 0.28 mmol) in DMF (2.5mL) and the reaction mixture was stirred at RT for 18 hr. Potassium carbonate (3×35 mg, 0.75 mmol) was added in three portions over 30 hr. after which the solvent was removed in vacuo and the crude material was purified by flash column chromatography, eluting with 4.5% methanol in DCM, to afford the title compound, Intermediate A, (94 mg, 64%) as a off-white solid: Rt 2.01 min; m/z 588/590 (M+H)+, (ES+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340545B2
Source datasetuspto-grants-2016_05
ORD IDord-e5eb253b35eb45c692ce93a7cd67de42
Source noteuspto-grants-2016_05