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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464977Generated: November 3, 2026

Nitrogen → HCID 67328114, compound

https://huagongshe.com/reaction/1464977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTributylvinyltinHCID 81998—
ReactantPotassium FluorideHCID 522689—
Reactant7-Bromothieno[3,2-d]pyrimidin-4-amineHCID 67360865—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67328114HCID 67328114—

Reaction Conditions

Temperature120 °C

Reaction Steps

7-Bromothieno[3,2-d]pyrimidine-4-amine (2.4 g, 10.43 mmol) was dissolved in dioxane (30 mL) and then treated with N2 gas for 20 minutes. Pd(PPh3)4 (723 mg, 0.63 mmol) and tributyl(vinyl)tin (3.35 mL, 11.5 mmol) were added thereto and stirred at 120° C. for 7 hours. The reaction mixture was cooled to room temperature, an aqueous KF solution (10%, 30 mL) was added thereto and stirred for 2 hours. The reaction mixture was filtered with Celite and washed with ethyl acetate. The aqueous layer was separated from the organic layer and extracted with ethyl acetate. The combined organic layer was dried with MgSO4 and concentrated. The resulting mixture was purified by silica gel chromatography (DCM/MeOH=95/5) to obtain the title compound having a yellow color.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999973B2
Source datasetuspto-grants-2015_04
ORD IDord-a32c585d7bb54fe6891e556386981c4e
Source noteuspto-grants-2015_04