2-chloro-6-(cyclohexyloxy)pyrazine synthesis

Yield:1016681-36-9 100%

Reaction Conditions:

Stage #1: cyclohexanolwith sodium hydride in tetrahydrofuran at 20; for 0.166667 h;
Stage #2: 2,6-dichloropyrazine in tetrahydrofuran at 50; for 0.166667 h;Microwave irradiation;

Steps:

Preparation of 2-Alkoxy-6-chloropyrazine 2-Chloro-6-(cyclopentyloxy)pyrazine:

General procedure: To tetrahydrofuran (THF) (1 mL) in a microwave reaction vessel were added cyclopentanol (0.067 mL, 0.74 mmol) and NaH (0.040 g, 1.68 mmol). After the reaction mixture was stirred at room temperature for 10 min, 2,6-dichloropyrazine (0.10 g, 0.67 mmol) was added and the resulting reaction mixture was heated in the microwave reactor at power 100 W and 50 °C for 10 min. After removal of solvent in vacuo, the residue was treated with ethyl acetate and water mixture. Organic layer was collected and dried over anhydrous sodium sulfate. Removal of solvent in vacuo gave 2-chloro-6-(cyclopentyloxy)pyrazine 0.148 g in quantitative yield;

References:

Lee, Jinho;Park, Jongseong;Hong, Victor Sukbong [Chemical and Pharmaceutical Bulletin,2014,vol. 62,# 9,p. 906 - 914]