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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234245Generated: October 31, 2026

Hydrochloric Acid → 3-Amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile, dihydrochloride

https://huagongshe.com/reaction/2234245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-Butyl (6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)carbamateHCID 66692977—
SolventDichloromethaneHCID 6344—
Product3-Amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile, dihydrochlorideHCID 131728106100%

Reaction Steps

To a solution of (6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-carbamic acid tert-butyl ester (546 mg, 2 mmol), prepared as described in Example 1C, in CH2Cl2 (5 mL) at 0° C. was added 4 M HCl in dioxane (4 mL, 16 mmol). After addition, the reaction mixture was stirred at RT for 2 h, then concentrated. The residue was stripped with ether (3×), and the resulting off-white solid dried in vacuo to afford the title compound (490 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709647B2
Source datasetuspto-grants-2010_05
ORD IDord-ec68a6b5bc94422984ba29e7b6119f66
Source noteuspto-grants-2010_05