Triethylamine → HCID 46940978, compound

Participants

Reaction Steps

N-methyl-8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxylic acid (281 mg, 0.71 mmol), an intermediate product of the synthetic process in Example 9 (9a), was dissolved in N,N-dimethylformamide (7 mL), to which methylamine hydrochloride (478 mg, 7.13 mol), triethylamine (1.2 mL, 8.56 mmol), 1-hydroxybenzotriazole (33 mg, 0.21 mmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (681 mg, 3.56 mmol) were added, followed by stirring at room temperature for 48 hours. The resulting reaction liquid was filtered and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate, 40:60-0:100, V/V) to give the desired title compound (30 mg, yield 10%).

Provenance & Evidence