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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714066Generated: October 25, 2026

Propionic Acid → HCID 71811363, compound

https://huagongshe.com/reaction/714066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantMonobasic potassium phosphateHCID 516951—
Reactant4-(8-Amino-5,6,7,8-tetrahydro-4-isoquinolinyl)benzonitrileHCID 71811360—
SolventDichloromethaneHCID 6344—
ProductHCID 71811363HCID 7181136395%

Reaction Steps

To a stirred solution of (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) (480 mg, 1.93 mmol) and propionic acid (158 μL, 2.12 mmol) in CH2Cl2 (10 mL) at 0° C. under Argon was added EDCI (406 mg, 2.12 mmol). Stirring was continued over night and the reaction mixture was allowed to warm up to room temperature. The reaction mixture was poured into aq. 10% KH2PO4 solution followed by extraction with AcOEt (3×). The organic phases were washed once with aq. 10% KH2PO4, aq. sat. NaHCO3 and with aq. sat. NaCl solution. The combined organic phases were dried over Na2SO4, filtered and evaporated to afford the title compound (558 mg, 95%) as light brown solid. MS: 306.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187429B2
Source datasetuspto-grants-2015_11
ORD IDord-14e569cad0f54ce8b3595435e20b96ee
Source noteuspto-grants-2015_11