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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956086Generated: November 2, 2026

2-[(Hept-6-yn-2-yl)oxy]oxane → 5-Benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidine

https://huagongshe.com/reaction/1956086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[(Hept-6-yn-2-yl)oxy]oxaneHCID 13337174—
Reactant2-(4-Bromophenyl)-5-benzyloxypyrimidineHCID 22358433—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
Product5-Benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidineHCID 22358428—

Reaction Conditions

Temperature90 °C

Reaction Steps

In a reactor equipped with a stirrer and a thermometer, 2-(4-bromophenyl)-5-benzyloxypyrimidine, 6-tetrahydropyranyloxy-1-heptyne, dichlorobis(triphenylphosphine)palladium, copper iodide, triphenylphosophine and triethylamine are charged and heated up to 90° C. to carry out a reaction for 8 hours. After extraction with toluene and washing with water, the mixture is evaporated under reduced pressure. A resulting residue is purified by silica gel column chromatography to obtain 5-benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05779934
Source datasetuspto-grants-1998_07
ORD IDord-044561e80c014bfbb56490ce05acc607
Source noteuspto-grants-1998_07