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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673303Generated: November 1, 2026

Triethylamine → HCID 67341520, compound

https://huagongshe.com/reaction/1673303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Butenoic acidHCID 32743—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantHCID 67341446HCID 67341446—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 67341520HCID 6734152069.9%

Reaction Steps

A mixture of 4-[2-(4-bromophenyl)ethyl]-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazolo[3,4-b]-pyridine (0.27 g), 3-butenoic acid (56 mg), triethylamine (0.23 mL), palladium (II) acetate (7 mg) and tris(2-methyl-phenyl)phosphine (20 mg) in acetonitrile (5 mL) was heated for reflux under an argon atmosphere overnight. The reaction mixture was diluted with dichloromethane, and the insoluble material was removed by filtration. The filtrate was washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=20/1) to give the title compound (0.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998975B2
Source datasetuspto-grants-2011_08
ORD IDord-89424bbbef4a4d669996f9ae4281fd71
Source noteuspto-grants-2011_08