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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171776Generated: October 31, 2026

Potassium Cyanide → 6-(4,4-Dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidine-4-carbonitrile

https://huagongshe.com/reaction/2171776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant4-Chloro-6-(4,4-dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidineHCID 118023554—
ReactantHCID 178504973HCID 178504973—
SolventDimethylformamideHCID 6228—
Product6-(4,4-Dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidine-4-carbonitrileHCID 11802407591%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 4-chloro-6-(4,4-dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidine (31.1 g) and DMF (220 mL) were added CH3SO2Na (11 g) and KCN (10 g), followed by heating and stirring at 70° C. for 15 hours. The reaction mixture was concentrated to about a half of the amount under reduced pressure, diluted with water (300 mL), and then stirred. The precipitate was collected by filtration. To the precipitate was added chloroform, followed by dissolving therein, and MgSO4, activated carbon (10 g), and silica gel (100 mL) were added thereto, followed by stirring. The mixture was filtered through Celite and then concentrated under reduced pressure to obtain 6-(4,4-dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidine-4-carbonitrile (27.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051339B2
Source datasetuspto-grants-2015_06
ORD IDord-919d24e337be4d378482a6cbc3db36a6
Source noteuspto-grants-2015_06