Water → HCID 86730360, compound

Participants

Reaction Steps

50-72% Oily sodium hydride (308 mg) was added to a solution of 4-((6-(3-methoxypropoxy)-1H-indol-5-yl)oxy)pyridin-2-amine described in Production Example 32-7 (2.23 g, 7.12 mmol) in N,N-dimethylformamide (30 mL) under nitrogen atmosphere at 0° C. The reaction liquid was stirred for 10 minutes, then phenyl methylcarbamate described in Production Example 1-7 (1.40 g, 9.25 mmol) was added, and the resultant was further stirred at the same temperature for 30 minutes. Water and ethyl acetate were added to the reaction liquid. The organic layer was washed serially with water and a saturated saline solution and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the filtrate was concentrated under vacuum. The residue was purified with NH silica gel column chromatography (n-heptane:ethyl acetate=9:1-0:1) to obtain the title compound (2.44 g, 93%).

Provenance & Evidence