Sodium hydride → HCID 66571467, compound

Participants

Reaction Steps

N-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide (100 mg, 0.266 mmol) was added to a suspension of sodium hydride (12.78 mg, 0.320 mmol) in THF (Volume: 1.5 mL). The reaction was stirred for 10 minutes before 1-(bromomethyl)-4-methoxybenzene (0.039 mL, 0.266 mmol) was added. The reaction was allowed to stir at room temperature overnight. The reaction was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution. It was dried over magnesium sulfate, filtered and concentrated. The crude material was purified using 50%-100% ethyl acetate in hexanes to obtain white solid as a product. (Yield: 42 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 7.64-7.58, 7.41-7.15, 7.10-7.05, 6.85-6.81, 6.70-6.64, 5.48-5.38, 4.64, 4.56-4.45, 3.70-3.66, 3.01-2.92, 2.78, 1.54

Provenance & Evidence