Ethyl Acetate → 2-{6-[3-(2-Methylpyrrolidin-1-yl)propoxy]pyridin-3-yl}-3-oxa-1-azaspiro[4.5]dec-1-ene

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Reaction Conditions

Reaction Steps

2-(6-chloropyridin-3-yl)-3-oxa-1-azaspiro[4.5]dec-1-ene ax49 (0.109 g, 0.76 mmol, 1 eq) and potassium tert-butanolate (0.102 g, 0.91 mmol, 1.2 eq) are added to a cold (0° C.) solution of 3-(2-methylpyrrolidin-1-yl)propan-1-ol (0.2 g, 0.8 mmol, 1.05 eq) in tetrahydrofuran (4 ml). The mixture is stirred under microwave irradiation (150 W) at 60° C. for 21 min. Ethyl acetate is then added. The organic layer is washed with a saturated solution of sodium hydrogenocarbonate, dried over magnesium sulfate and the solvent is removed under vacuum to give 0.227 g of yellow oil. The oil is purified over silica (eluent: dichloromethane/methanol/ammonia 97:2.7:0.3) to give 0.149 g of 2-{6-[3-(2-methylpyrrolidin-1-yl)propoxy]pyridin-3-yl}-3-oxa-1-azaspiro[4.5]dec-1-ene 16 as a yellow oil.

Provenance & Evidence