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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801035Generated: October 30, 2026

Sodium Cyanide → HCID 67441006, compound

https://huagongshe.com/reaction/1801035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant2-(3-Chloro-5-morpholin-4-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acidHCID 53492708—
CatalystNickel(II) bromideHCID 278492—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67441006HCID 6744100640%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 2-(3-chloro-5-morpholin-4-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (100 mg, 0.25 mmol), sodium cyanide (24.5 mg, 0.5 mmol), nickel(II) bromide (54.6 mg, 0.25 mmol) in NMP (0.5 mL) was stirred for 10 minutes at 200° C. with microwave. After removal of the solid, the rediue was purificated by Waters automated flash system (column: Xterra 30 mm×100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% formic acid in water) afforded 2-(3-cyano-5-morpholin-4-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (39 mg, 40%) as a white solid: LC/MS m/e calcd for C23H25N3O3 (M+H)+: 392.5, observed: 392.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344137B2
Source datasetuspto-grants-2013_01
ORD IDord-2a67da27ec93456c90bb7056d2ae8a19
Source noteuspto-grants-2013_01