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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053915Generated: October 31, 2026

Diisopropylethylamine → 6-(methyl(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahydrofuro[3,2-b]furan-3-ol

https://huagongshe.com/reaction/1053915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-methyl-1H-pyrazol-4-amineHCID 17354268—
Reactant6-((2-Chloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-olHCID 118387958—
Solvent1-ButanolHCID 263—
Product6-(methyl(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahydrofuro[3,2-b]furan-3-olHCID 11838795668.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 6-((2-chloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol (358.0 mg, 1.32 mmol) and 1-methyl-1H-pyrazol-4-amine hydrochloride (178.6 mg, 1.34 mmol) in n-BuOH (5 mL) was added N-ethyldiisopropylamine (434.6 mg, 3.36 mmol). The reaction mixture was stirred at 150° C. in a sealed tube overnight and then concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/10) to give the title compound as a beige solid (300 mg, 68.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394281B2
Source datasetuspto-grants-2016_07
ORD IDord-f9777d53b36f41d0ae352b9ca8ca9bc4
Source noteuspto-grants-2016_07