Triethylamine → HCID 117840323, compound

Participants

Reaction Steps

To a solution of 4-(4-nitrophenyl)tetrahydro-2H-pyran-4-carboxylic acid (750 mg) obtained in Step B of Example 151, methanamine hydrochloride (1.0 g) and triethylamine (3.0 g) in a mixed solvent of tetrahydrofuran (20 mL) and N,N-dimethylacetamide (5.0 mL) was added 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (0.86 g), and the mixture was stirred at room temperature for 10 hr. The solvent was evaporated under reduced pressure, and the reaction mixture was poured into water, and extracted with ethyl acetate. The obtained organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (400 mg).

Provenance & Evidence