Triethylamine → HCID 86674651, compound

Participants

Reaction Steps

To trichloromethyl chloroformate (4.19 mmol, 0.505 ml) in ethyl acetate (5 ml) at 0° C. was added dropwise 1,4-dioxa-8-azaspiro[4.5]decane (6.98 mmol, 0.895 ml) in ethyl acetate (5 ml) and N,N-diisopropylethylamine (6.98 mmol, 1.217 ml). After one hour the mixture was concentrated, the residue was dissolved in dichloromethane (25 ml) and 2-aminomethyl-3-chloropyrazine hydrochloride (content 60%; 10.00 mmol, 3 g) and triethylamine (27.9 mmol, 3.89 ml) were added. After stirring for 16 hours at room temperature the reaction mixture was diluted with water, filtered over decalite, washed with water, filtered over a phase separation filter and concentrated in vacuo. The crude product was dissolved in dichloromethane containing 1% triethylamine and purification by column chromatography (silica gel; dichloromethane containing 1% triethylamine) gave N-((3-chloropyrazin-2-yl)methyl)-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxamide (1.5 g).

Provenance & Evidence