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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474448Generated: October 29, 2026

Acetonitrile → HCID 67235870, compound

https://huagongshe.com/reaction/1474448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantDiisopropylamineHCID 7912—
Reactant2-Cyano-6-(trifluoromethyl)pyridineHCID 21696618—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67235870HCID 6723587089%

Reaction Steps

A solution of 2.08 ml (13.07 mmol) diisopropylamine in dry THF (12 ml) was cooled to −70° C. under inert gas atmosphere, and 9.26 ml (14.8 mmol) n-butyllithium solution (1.6 M in hexanes) were added dropwise. Then, a solution of 688 μl (13.07 mmol) acetonitrile in dry THF (10 ml) was slowly added over 10 min. The resulting solution was stirred for further 30 min at −70° C. before a solution of 1.50 g (8.72 mmol) 6-(trifluoromethyl)pyridine-2-carbonitrile in dry THF (10 ml) was added. The mixture was allowed to warm to room temperature and stirred for 12 h before water (200 ml) was added slowly. The mixture was extracted several times with dichloromethane (100 ml). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to yield 1.2 g (57% of th.) of the crude title compound (89% purity) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018234B2
Source datasetuspto-grants-2015_04
ORD IDord-fa430c645b0249c9b76d668503ac7efd
Source noteuspto-grants-2015_04