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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911346Generated: October 25, 2026

Triethylamine → Quinoline-6-carbonitrile

https://huagongshe.com/reaction/911346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantQuinoline-6-carboxamideHCID 11052097—
SolventDichloromethaneHCID 6344—
ProductQuinoline-6-carbonitrileHCID 59299573%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dissolve 6-quinolinecarboxamide (1.5 g, 8.95 mmol) in DCM (50 mL), add triethylamine (2.7 g, 26.8 mmol) and cool the reaction mixture to 0° C. Add trifluoroacetic acid anhydride (2.4 g, 11.16 mmol) to the reaction mixture and stir for 10 min at 0° C. Quench the reaction mixture with water (20 mL) and separate the organic layer. Extract aqueous layer with DCM (2×15 mL). Combine the organic extracts and dry over anhydrous Na2SO4. Evaporate the solvent to obtain the desired intermediate as a white solid (1.0 g, 73%). GC-MS m/z: 154 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-33fd24d558904523b3b4f91e87c9b34e
Source noteuspto-grants-2011_09