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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700092Generated: November 1, 2026

Water → 6-((2,2-Diphenylethyl)amino)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2-carbonitrile

https://huagongshe.com/reaction/1700092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CyanideHCID 9032—
ReactantN-(2,2-Diphenylethyl)-2-(methylsulphonyl)-9-tetrahydro-2H-pyran-2-yl-9H-purin-6-amineHCID 21978255—
SolventDimethylformamideHCID 6228—
Product6-((2,2-Diphenylethyl)amino)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2-carbonitrileHCID 1015939195.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of N-(2,2-diphenylethyl)-2-(methylsulfonyl)-9-tetrahydro-2H-pyran-2-yl-9H-purin-6-amine (Preparation 4) (20.1 g, 42.1 mmol) in dry N,N-dimethylformamide (100 ml) was treated with potassium cyanide (5.5 g, 84.6 mmol) and the mixture was heated at 120° C. for 24 hours under a nitrogen atmosphere. The mixture was then cooled to room temperature, poured into water (1000 ml) and stirred for a further 1 hour. The resultant solid was slowly filtered and washed several times with water. The solid was then dissolved in dichloromethane and the resulting solution was washed with water, dried with anhydrous magnesium sulphate, filtered and evaporated under reduced pressure. The residue was azeotroped from diethyl ether twice to afford the title compound as an oil (17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350735B1
Source datasetuspto-grants-2002_02
ORD IDord-3e7d8ff1fa65460fbc3d69a7af237110
Source noteuspto-grants-2002_02