Formaldehyde → HCID 18998482, compound

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Reaction Steps

After 2.12 g of 2-bromo-6,11-dihydro-N-(2,6-diisopropylphenyl)-4-aminodibenz[b,e]oxepin-11-carboxamide (Compound 54) obtained in Example 88 was dissolved in 80 ml of methanol. 1.35 g of sodium cyanoborohydride and a small amount of Bromocresol Green were added to the solution, and 5.8M hydrochloric acid-ethanol solution were added to the solution under ice cooling to render the solution yellow. While 1.74 g of 37% formalin was added dropwise to the mixture at room temperature, 5.8M hydrochloric acid-ethanol solution was added to keep the reaction solution yellow. After the reaction was completed, the reaction solution was concentrated under reduced pressure and ethyl acetate and water were added to the residue. The mixture was made alkaline with 10N sodium. hydroxide. The organic layer was washed with water and saturated sodium chloride aqueous solution successively, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane: ethyl acetate=5:1) to obtain 1.85 g of 2-bromo-6,11-dihydro-N-(2,6-diisopropylphenyl)-4-dimethylaminodibenz[b,e]oxepin-11-carboxamide.

Provenance & Evidence