Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954430Generated: October 27, 2026

Ethyl Acetate → 4'-Trifluoromethylbiphenyl-2-carboxylic acid-[2-(2-cyanoethyl)1,2,3,4-tetrahydroisoquinolin-6-yl]-amide

https://huagongshe.com/reaction/1954430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-BromopropionitrileHCID 17020—
Reactant4'-Trifluoromethyl-biphenyl-2-carboxylic acid (1,2,3,4tetrahydroisoquinolin-6-yl)-amideHCID 11014758—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product4'-Trifluoromethylbiphenyl-2-carboxylic acid-[2-(2-cyanoethyl)1,2,3,4-tetrahydroisoquinolin-6-yl]-amideHCID 23296216—

Reaction Conditions

Temperature70 °C

Reaction Steps

Compound (II) (780 mg, 1.97 mmole), 3-bromopropionitrile (290 mg, 2.17 mmole) and 4-dimethylaminopyridine (264 mg, 2.16 mmole) were combined in 10 mL of DMF and heated to 70° C. for 72 hrs. The reaction was diluted with methylene chloride, washed with water and brine, and then dried over magnesium sulfate. Purification of the residue obtained on evaporation was carried out with silica gel chromatography using a gradient of 10-100% ethyl acetate in hexane as the eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06121283
Source datasetuspto-grants-2000_09
ORD IDord-7c770732e71f44c5ae5359c5fda965f9
Source noteuspto-grants-2000_09