Acetic Acid → HCID 70968055, compound

Participants

Reaction Steps

4-(Cyclopropylmethoxy)-N-(2-formyl-1H-indol-5-yl)benzamide (50 mg) obtained in Reference Example 2,1-(3-methyloxetan-3-yl)methanamine (30 mg) and acetic acid (200 μL) were dissolved in tetrahydrofuran (4 mL)-DMF (1 mL), and the mixture was stirred for 30 min. Sodium triacetoxyborohydride (165 mg) was added and the mixture was stirred at room temperature overnight. To the reaction mixture was added aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate, and washed with saturated brine. The obtained organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography [eluent; ethyl acetate:methanol=100:0 (volume ratio)→ethyl acetate:methanol=80:20 (volume ratio)] to give the title compound (40 mg, yield 64%) as a pale-yellow solid.

Provenance & Evidence