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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053913Generated: October 29, 2026

Triethylamine → 6-((2,5-Dichloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol

https://huagongshe.com/reaction/1053913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant6-(Methylamino)hexahydrofuro[3,2-b]furan-3-olHCID 12959341—
SolventEthanolHCID 702—
Product6-((2,5-Dichloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-olHCID 11838796494.1%

Reaction Steps

To a solution of 2,4,5-trichloropyrimidine (484.9 mg, 2.64 mmol) and 6-(methylamino)hexahydrofuro[3,2-b]furan-3-ol (530.2 mg, 3.33 mmol) in EtOH (30 mL) was added Et3N (566.0 mg, 5.59 mmol). After addition, the reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was dissolved in a mixture of EtOAc and water (1/1 (v/v), 100 mL) and extracted with EtOAc (100 mL×3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2SO4, concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the title compound as a pale yellow solid (760.2 mg, 94.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394281B2
Source datasetuspto-grants-2016_07
ORD IDord-dea2b58980e94f07865767467da62f8d
Source noteuspto-grants-2016_07