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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080764Generated: October 27, 2026

Water → 1,2,3,4-Tetrahydroisoquinoline-6-carbonitrile

https://huagongshe.com/reaction/2080764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantAzanium;hydrateHCID 22024077—
Reactant1-(6-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanoneHCID 23155411—
Product1,2,3,4-Tetrahydroisoquinoline-6-carbonitrileHCID 10241065—

Reaction Steps

The compound (2.23 g) obtained in Example 17-2 was dissolved in NMP (27 ml) and added with cuprous cyanide (1.56 g) and the whole was refluxed under heating for 4 hours. After completion of the reaction, the whole was cooled with ice and added with water and ammonium water. The resultant was subjected to extraction with chloroform and dried with magnesium sulfate. The solvent was distilled off under reduced pressure. The resultant was dissolved in diethyl ether and added with a 4 mol/l hydrogen chloride/dioxane solution. The precipitate was filtrated and washed with diethylether. The resultant was dried under heating, thereby obtaining a hydrochloride (1.95 g) of the subject compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-e7bfc4c124ed4374a8f0b48dc4b7d156
Source noteuspto-grants-2011_04