Sodium hydride → HCID 58065516, compound

Participants

Reaction Steps

5-(3-{[5-(Azetidin-1-ylcarbonyl)-3-chloropyridin-2-yl]oxy}-5-[(1S)-2-methoxy-1-methylethoxy]phenyl)-N-(2-chloroethyl)-1H-pyrrole-2-carboxamide (210 mg, 0.384 mmol) synthesized in Example (73a) was dissolved in tetrahydrofuran (10.0 mL), and sodium hydride (60%, 80 mg, 2.00 mmol) was added, followed by stirring at room temperature for 7.5 hours under nitrogen atmosphere. To the reaction solution, a saturated aqueous ammonium chloride solution (30 mL) was added, and extraction was carried out with dichloromethane (30 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate) to afford the desired compound (120 mg, yield 62%) as a white solid.

Provenance & Evidence