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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864152Generated: October 30, 2026

HCID 11281976, compound → HCID 21897527, compound

https://huagongshe.com/reaction/1864152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11281976HCID 11281976—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 21897527HCID 21897527318.5%

Reaction Steps

4-(1-Benzyl-azetidin-3-yloxy)-1-(4-methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine (0.01 mmol, 46 mg) was dissolved in a mixture of ethyl acetate (5 mL) and methanol (5 mL). Palladium catalyst (30 mg, 65% by wt) was added to the reaction. The mixture was exposed to hydrogen gas for 60. minutes at room temperature and atmospheric pressure. The mixture was passed through celite to remove palladium catalyst. Removal of organic solvents in vacuo and purification by flash chromatography provided 4-(azetidin-3-yloxy)-1-(4-methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine as a white solid (11 mg, 5%). 1H NMR (400MHz, MeOH-d4) δ (ppm): 8.45 (m, 2H); 8.37 (d, 2H); 8.05 (d, 2H); 4.54 (m, 1H); 4.35 (dd, 2H); 3.69 (m, 2H); 3.09 (s, 3H). LCMS (ESI), m/z 346.2 (M+H+, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625906B2
Source datasetuspto-grants-2009_12
ORD IDord-40c99b2099b047c69b54c23650c2c5f8
Source noteuspto-grants-2009_12