Sodium hydride → HCID 58065534, compound

Participants

Reaction Steps

5-{3-[4-(Azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-methoxy-1-methylethoxy]phenyl}-N-(2-chloroethyl)-1H-pyrrole-2-carboxamide (85 mg, 0.16 mmol) synthesized in Example (68a) was dissolved in tetrahydrofuran (3 mL), and sodium hydride (37 mg, 0.82 mmol) was added at 0° C., followed by stirring at room temperature for 20 hours. To the reaction solution, a saturated aqueous sodium hydrogencarbonate solution was added, and extraction was carried out with ethyl acetate (50 mL). After washing with saturated brine, drying was carried out 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 100%-methanol/chloroform=2%) to afford the desired product (33 mg, yield 41%) as a pale yellow solid.

Provenance & Evidence