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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023434Generated: November 3, 2026

Trifluoroacetic acid → 4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-ylamine

https://huagongshe.com/reaction/1023434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant[4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl esterHCID 69085979—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-(2-Cyclopropyl-2-phenyl-ethyl)-pyridin-2-ylamineHCID 69083683102.5%

Reaction Steps

The crude [4-(2-cyclopropyl-2-phenyl-ethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (97 mg) is dissolved in DCM (1.5 mL) and trifluoroacetic acid (0.5 mL) is added. After the mixture is stirred for 16 hrs, EtOAc (25 mL) is added followed by the addition of saturated NaHCO3 aqueous solution (10 mL) and water (15 mL). The mixture is stirred for 15 min and the aqueous layer is separated and extracted with EtOAc (2×25 ml). All the organic layers are combined and concentrated to give 70 mg of the crude product which is used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722709B2
Source datasetuspto-grants-2014_05
ORD IDord-1171312f6aba41509414743c515eaa1a
Source noteuspto-grants-2014_05