Acetic Acid → HCID 86613791, compound

Participants

Reaction Steps

Add sodium triacetoxyborohydride (0.091 mg, 0.409 mmol) to a mixture of 3,5-bis(trifluoromethyl)benzaldehyde (0.045 mL, 0.273 mmol), acetic acid (0.018 mL, 0.303 mmol) and (+/−)-cis-4-amino-2-ethyl-6-methoxy-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid isopropyl ester (0.08 mg, 0.273 mmol) in dichloroethane (3 mL). Stir the mixture at room temperature under an atmosphere of nitrogen for 14 h. Add a saturated solution of ammonium chloride, separate the layers, and extract the aqueous layer with dichloromethane. Dry the combined organic layers over anhydrous sodium sulfate, filter and remove the solvent under reduced pressure. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate, to afford the title compound (125 mg, 88%). MS (ES+): 520 (M+H).

Provenance & Evidence