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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10438Generated: October 29, 2026

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

https://huagongshe.com/reaction/10438

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 heated at 120° C. for 24 hours under a nitrogen atmosphere. The mixture was cooled to room temperature, poured into water (1000 ml) and stirring continued for a further 1 hour. The resultant solid was filtered and washed several times with water. The solid was then dissolved in dichloromethane and the solution washed with water, dried with anhydrous magnesium sulphate, filtered and the solvent removed under reduced pressure. The residue was azeotroped with diethyl ether (twice) to afford the title compound as an oil (17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094769B2
Source datasetuspto-grants-2006_08
ORD IDord-addae1f9dc0349babc93745e3317e149
Source noteuspto-grants-2006_08