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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475382Generated: October 30, 2026

Dimethylformamide → HCID 178518224, compound

https://huagongshe.com/reaction/475382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
ReactantHCID 178511715HCID 178511715—
SolventEthyl AcetateHCID 8857—
ProductHCID 178518224HCID 178518224—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of trans-4-aminocyclohexanol (115 mg, 1 mmol) in DMF (6 mL) at 0° C. was added 60% NaH in mineral oil (120 mg, 3 mmol). The reaction mixture was stirred at 0° C. for ½ hour and then 2-chloro-5-cyanopyridine (151 mg, 1.25 mmol) was added. It was heated to 60° C. for 2 hours and stirred for 12 hours at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water (3 times) and brine. The organic layer was dried (sodium sulfate), filtered, and concentrated under reduced pressure to provide the titled compound. MS (DCI) m/z 218 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637546B2
Source datasetuspto-grants-2014_01
ORD IDord-451b474dced94383a9f6a48a9408903f
Source noteuspto-grants-2014_01