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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053914Generated: October 31, 2026

Diisopropylethylamine → 6-((5-chloro-2-((l-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol

https://huagongshe.com/reaction/1053914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-methyl-1H-pyrazol-4-amineHCID 17354268—
Reactant6-((2,5-Dichloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-olHCID 118387964—
Solvent1-ButanolHCID 263—
Product6-((5-chloro-2-((l-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-olHCID 11838798938%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 6-((2,5-dichloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol (342.2 mg, 1.12 mmol) and 1-methyl-1H-pyrazol-4-amine hydrochloride (185.0 mg, 1.38 mmol) in n-BuOH (5 mL) was added N-ethyldiisopropylamine (358.8 mg, 2.78 mmol). The reaction mixture was stirred at 150° C. in a sealed tube overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/40) to give the title compound as a beige solid (156 mg, 38.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394281B2
Source datasetuspto-grants-2016_07
ORD IDord-963bf465951a4912a34b1e793166e81f
Source noteuspto-grants-2016_07