Acetic Anhydride → HCID 86613803, compound

Participants

Reaction Conditions

Reaction Steps

To (+/−)-cis-4-[N-(3,5-bis-trifluoromethyl-benzyl)-hydroxyguanidino]-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid isopropyl ester (80 mg, 0.13 mmol), add acetic anhydride (0.5 mL). Seal the tube and heat the reaction mixture at 80° C. overnight. Cool down the mixture and remove the solvents under reduced pressure. Add 2 N NaOH (2 mL) and ether to the crude material. Separate the layers, and extract the aqueous phase with ether. Dry the combined organic phase, filter, and concentrate in vacuo. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate, to afford the title compound (32 mg, %). MS (ES+): 640 (M+H).

Provenance & Evidence