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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511200Generated: November 1, 2026

Potassium Iodide → (R)-3-(4-nitro-3-trifluoromethyl-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/511200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Fluoro-2-nitrobenzotrifluorideHCID 223094—
Reactant(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(R)-3-(4-nitro-3-trifluoromethyl-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 5857606899.3%

Reaction Steps

(R)-3-Amino-pyrrolidine-1-carboxylic acid tert-butyl ester (559 mg; 3.0 mmol), 4-fluoro-1-nitro-2-trifluoromethyl-benzene (627 mg; 3.0 mmol), potassium carbonate (1.24 g; 9.0 mmol), potassium iodide (498 mg; 3.0 mmol), acetonitrile (6 mL) and water (2 mL) are mixed together and the resulting reaction mixture heated to efflux for 5 hours. The phases are separated and the organic phase dried (MgSO4) and concentrated under high vacuum. The residue is then triturated with diethyl ether, dried under high vacuum to afford the desired compound (1.12 g; 2.98 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-f08bba484fb3443ead0969f4ddd6f62b
Source noteuspto-grants-2015_08