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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910469Generated: October 26, 2026

Potassium Cyanide → (3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidine-1-carboxylic acid 3-cyano-propyl ester

https://huagongshe.com/reaction/910469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidine-1-carboxylic acid 3-chloro-propyl esterHCID 72253477—
SolventDimethylformamideHCID 6228—
Product(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidine-1-carboxylic acid 3-cyano-propyl esterHCID 7225345949.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of (3SR,4RS)-3-(3,4-dichloro-phenyl)-4-[(3-fluoro-4-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidine-1-carboxylic acid 3-chloro-propyl ester (XVI-1) (40 mg, 0.068 mmol) in DMF (2 ml) was added potassium cyanide (5.0 mg, 0.077 mmol) and 18 crown 6-ether (18 mg, 0.068 mmol). The reaction mixture was stirred at 40° C. overnight, concentrated under vacuo. The product was purified by preparation HPLC to yield 18 mg (45%) of the title product as a colorless oil. ES-MS m/e: 532.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022099B2
Source datasetuspto-grants-2011_09
ORD IDord-2d9adb0e688341109f785ac5d3deba08
Source noteuspto-grants-2011_09