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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516155Generated: October 29, 2026

Triphenylphosphine → HCID 89870951, compound

https://huagongshe.com/reaction/516155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactanttert-butyl (2S,4R)-2-ethynyl-4-hydroxypyrrolidine-1-carboxylateHCID 11816659—
ReactantHCID 178489940HCID 178489940—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89870951HCID 89870951—

Reaction Steps

3-((3,5-Dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (14 mg) obtained in Example 1 (Step 1), (2S,4R)-tert-butyl 2-ethynyl-4-hydroxypyrrolidine-1-carboxylate (15 mg) synthesized by the method disclosed in WO2005/007083, and triphenylphosphine (23 mg) were suspended in THF (1.0 ml). DIAD (18 μl) was added to the suspension, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated and dissolved in a solution of DMSO. The resulting solution was purified by preparative reversed-phase HPLC purification (water/acetonitrile (0.1% formic acid)) to obtain the title compound as a colorless, amorphous substance (5.0 mg). Physical properties: m/z [M+H]+ 489.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108973B2
Source datasetuspto-grants-2015_08
ORD IDord-256914c463134593a35265e4566f99ad
Source noteuspto-grants-2015_08