Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931606Generated: October 26, 2026

Toluene → 4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidine

https://huagongshe.com/reaction/1931606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant4-(4-methanesulfonyl-phenoxy)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidineHCID 66915295—
SolventDichloromethaneHCID 6344—
Product4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidineHCID 5796501461.1%

Reaction Steps

Triethylsilane (150 μL, 0.94 mmol) was added to a solution of 4-(4-methanesulfonyl-phenoxy)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine (150 mg, 0.4 mmol) in dichloromethane (3 mL). A solution of trifluoroacetic acid (1 mL) in dichloromethane (3 mL) was added dropwise and then the reaction mixture was stirred for 1 h. Toluene (2 mL) was added and the volatiles were evaporated. The residue was purified by column chromatography, eluting with 0-5% methanol/ethyl acetate to give 4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidine (71 mg, 61%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-363ad5bc919840ac9e1fac663180592c
Source noteuspto-grants-2012_05