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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714880Generated: October 30, 2026

Acetic Acid → (3R)-3-ethyl-1-(2-((4-(4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)phenyl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile

https://huagongshe.com/reaction/714880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant[4-(4-Aminophenyl)oxan-4-yl]methanolHCID 82275282—
Reactant(3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrileHCID 117840665—
SolventEthanolHCID 702—
Product(3R)-3-ethyl-1-(2-((4-(4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)phenyl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrileHCID 7176689359.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (100 mg) obtained in Step A of Example 8 in ethanol (3.0 mL) were added (4-(4-aminophenyl)tetrahydro-2H-pyran-4-yl)methanol (83 mg) obtained in Step B of Example 152 and acetic acid (25 μL), and the mixture was stirred in a microwave reactor at 150° C. for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (hexane/ethyl acetate) to give the title compound (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-820605b3c986422297080c00692b8bce
Source noteuspto-grants-2015_11