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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432548Generated: October 26, 2026

1,2-Dichloroethane → (3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

https://huagongshe.com/reaction/1432548

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-(Pyrrolidinylimino)phenylamineHCID 68696312—
Reactant(3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acidHCID 86606520—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamideHCID 8660652182.5%

Reaction Steps

To a solution of (3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (100 mg, 0.26 mmol) and 4-(pyrrolidinylimino)phenylamine (97 mg, 0.51 mmol) in DMF (4 mL) and H2O (1 mL) at room temperature, EDC (196 mg, 1.02 mmol) was added. The mixture was stirred at room temperature for 2 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (118 mg). MS 562.2 and 564.2 (M+H, Cl pattern).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612089B2
Source datasetuspto-grants-2009_11
ORD IDord-82b7713fe07442d7987d62d57949f4d1
Source noteuspto-grants-2009_11