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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992666Generated: October 31, 2026

Methyl(3S,4R)-1-benzyl-4-(2,4-difluorophenyl)pyrrolidine-3-carboxylate → methyl (3S,4R)-4-(2,4-difluorophenyl)pyrrolidine-3-carboxylate

https://huagongshe.com/reaction/1992666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl(3S,4R)-1-benzyl-4-(2,4-difluorophenyl)pyrrolidine-3-carboxylateHCID 59131001—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Productmethyl (3S,4R)-4-(2,4-difluorophenyl)pyrrolidine-3-carboxylateHCID 5913098698%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of methyl (3S,4R)-1-benzyl-4-(2,4-difluorophenyl)pyrrolidine-3-carboxylate, from preparation 20 (15 g, 45 mmol) in ethanol (225 mL) at room temperature under dry nitrogen was added 10% palladium on carbon (Degussa type) (1.5 g), and the reaction mixture placed under 50 psi pressure of hydrogen, and heated to 40° C. overnight. After cooling to room temperature, the reaction mixture was filtered through Celite® and concentrated in vacuo to afford the title compound as an orange oil (10.8 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649002B2
Source datasetuspto-grants-2010_01
ORD IDord-13d0409745af43b9a66f1fd660c4a5e4
Source noteuspto-grants-2010_01