Triethylamine → HCID 57659472, compound

Participants

Reaction Steps

A mixture of cyclobutyl alcohol (32.6 mg, 452 μmol), triphosgene (44.7 mg, 151 μmol), anhydrous THF (4 mL), and NEt3 (91.6 mg, 905 μmol) was stirred for 30 min. This mixture was added to a stirred solution of 2-(3-piperidin-4-ylmethyl-[1,2,4]oxadiazol-5-yl)furo[3,2-c]pyridine-4-carbonitrile (Preparation 15, 35 mg, 113 μmol) in anhydrous THF (2 mL). After 30 min, the reaction mixture was treated with CH2Cl2 (20 mL) and H2O (10 mL), then, after thorough mixing, the organic layer was separated using a fritted hydrophobic filter. The aqueous phase was extracted with CH2Cl2 (10 mL), the CH2Cl2 layer being isolated by means of a fritted hydrophobic filter. The combined CH2Cl2 solutions were evaporated, then the residue was purified by column chromatography (EtOAc-IH, 1:1) to furnish the title compound: RT=3.84 min; m/z (ES+)=408.1 [M+H]+.

Provenance & Evidence