Hydrochloric Acid → HCID 66653176, compound

Participants

Reaction Steps

0.161 g (1.16 mmol) of 1-bromo-2-methoxyethane and 0.359 mg (1.16 mmol) of caesium carbonate are added, under an inert atmosphere at ambient temperature, to 0.313 g (0.97 mmol) of methyl 2-amino-5-{[1-hydroxy-2-methylindolizin-3-yl]-carbonyl}benzoate in 10 ml of DMF. The reaction medium is stirred for 24 hours at ambient temperature, hydrolysed with water, and then acidified with a 1N aqueous solution of hydrochloric acid. The aqueous phase is extracted with ethyl acetate. The organic phase obtained is washed with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, filtered, and then concentrated under reduced pressure. The solid obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (95/5) mixture. 150 mg of a yellow oil are obtained.

Provenance & Evidence