Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432541Generated: November 1, 2026

1,2-Dichloroethane → N-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

https://huagongshe.com/reaction/1432541

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantWaterHCID 962—
ReactantBenzonitrile, 3-(aminomethyl)-HCID 457594—
Reactant(4-Chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acidHCID 131727716—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventDichloromethane ethyl acetate methanolHCID 21901258—
ProductN-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamideHCID 86606516—

Reaction Steps

To a solution of 2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (291 mg, 0.880 mmol) and 3-cyanobenzylamine (140 mg, 1.06 mmol) in DMF (7 mL), EDC (254 mg, 1.32 mmol) was added. The mixture was then stirred at room temperature overnight. H2O and EtOAc were added. The organic layer was separated, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo to give a solid. After being trituated with EtOAc/MeOH/CH2Cl2, the white solid was collected, dried on vacuum (148 mg), which was pure enough for the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612089B2
Source datasetuspto-grants-2009_11
ORD IDord-83afb3a3ec9a4e74a4f0d8c940da6a62
Source noteuspto-grants-2009_11