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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873548Generated: October 31, 2026

Hexane → 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate

https://huagongshe.com/reaction/1873548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-N,N,5-trimethyl-hexahydro-cyclopenta[c]pyrrole-2(1H)-carboxamideHCID 68776893—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
Product5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonateHCID 8664834397.9%

Reaction Steps

5-[2-(2-Cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 18a (0.9 g, 2.47 mmol) was dissolved in 5 mL of dichloromethane with stirring at room temperature. To a solution of p-toluenesulfonic acid monohydrate (469 mg, 2.47 mmol) in 3 mL of acetone was added the above mentioned solution, which resulted in the formation of a white precipitate. The reaction mixture was stirred for 30 minutes followed by addition of 1 mL of n-hexane. The mixture was filtered to obtain the title compound 5-[2-((2S,4S)-2-cyano-4-fluoro-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate 18 (1.3 g, yield 93%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304411B2
Source datasetuspto-grants-2012_11
ORD IDord-12802d7ca0fe4a759a9533beeec56297
Source noteuspto-grants-2012_11