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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873581Generated: November 2, 2026

Hydrochloric Acid → 2-Chloro-6-methyl-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/1873581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsoamyl NitriteHCID 8053—
Reactant2-Amino-6-methyl-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrileHCID 68698009—
CatalystCupric ChlorideHCID 24014—
SolventAcetonitrileHCID 6342—
Product2-Chloro-6-methyl-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrileHCID 86638396—

Reaction Conditions

Temperature60 °C

Reaction Steps

610 mg (2.52 mmol) of the compound from Example 39A are initially charged in 44 ml of acetonitrile, and 590 mg (5.04 mmol) of isopentyl nitrite and 677 mg (5.04 mmol) of copper(II) chloride are added. The reaction mixture is stirred at 60° C. for 30 min. 40 ml of 1 N hydrochloric acid are then added to the mixture and the mixture is extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product is used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304412B2
Source datasetuspto-grants-2012_11
ORD IDord-6095a4f546834cb89aeaf15bbe4bea82
Source noteuspto-grants-2012_11