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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697527Generated: November 2, 2026

Diisopropylethylamine → HCID 59543674, compound

https://huagongshe.com/reaction/1697527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,2-Difluoroethyl trifluoromethanesulfonateHCID 2774089—
ReactantHCID 66770259HCID 66770259—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59543674HCID 59543674—

Reaction Steps

To a suspension of (2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride (0.13 mmole) from experiment K4 in THF (2 ml) was added at 22° C. diisopropyl ethyl amine (0.75 mmole) and 2,2-difluoroethyl triflate (0.60 mmole) and stirring was continued at 60° C. for 24 h. The mixture was quenched with methanol, acidified with acetic acid and subjected to prep. HPLC (RP-18) using a mixture of acetonitrile and water to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(2,2-difluoro-ethyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 418.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163793B2
Source datasetuspto-grants-2012_04
ORD IDord-cdf6b27332104a8f8d81176bf00570ff
Source noteuspto-grants-2012_04