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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356088Generated: November 3, 2026

3,4-dihydro-2H-pyran → 2-Amino-4-(5,6-dihydro-4H-pyran-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1356088

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantTributyltin ChlorideHCID 15096—
Reactant2-Amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrileHCID 18753230—
ReactantHCID 178418306HCID 178418306—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
Product2-Amino-4-(5,6-dihydro-4H-pyran-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrileHCID 18507318—

Reaction Steps

From 3,4-dihydro-2H-pyran, tert-butyllithium and tributyltin chloride in THF. Then treatment with 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile and bis(triphenylphosphine)palladium(II) chloride in dioxane. ES-MS m/e (%): 271 (M+Na+, 39), 249 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-7723afc591ce4d99b29b53b48d55fed9
Source noteuspto-grants-2003_07