Potassium Hydroxide → HCID 58074569, compound

Participants

Reaction Conditions

Reaction Steps

1.0 g (2.6 mmol) of crude 2,4,6-Trimethyl-benzenesulfonate 1,2-diamino-3-bromo-6-methoxy-pyridinium (see preparation of compound 311) was dissolved in dioxane (8.5 mL), under argon, and treated with 1-formyl-cyclopropanecarboxylic acid ethyl ester (0.56 g, 3.9 mmol) and heated to 90° C. for 22 hours. The brown solution was cooled to rt and treated with 1N KOH in MeOH (2.6 mL) and left at rt for 6 hours. The solvent was evaporated in vacuo and a NaCl solution was added to the product as well as aq. NaHCO3. The product was extracted with DCM (×3) and the combined organic phases was dried over Na2SO4, filtered and concentrated in vacuo. The product was purified by flash chromatography on silica using DCM:EtOAc 96:4->85:15 as eluent. The title compound was obtained as a colourless solid (0.22 g).

Provenance & Evidence