Hydrochloric Acid → HCID 18449220, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 30 mg of 4-isopropylamino-1-oxo-1,2-dihydro-[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxylic acid-(2-isopropoxy-ethyl)-amide in THF (5.0 mL) was stirred as sodium borohydride (30 mg) was added. This mixture was heated to reflux and then boron trifluoride etherate (0.15 mL) was added dropwise. The mixture was refluxed for two hr. and then cooled to 23° C. and acidified to pH 3.0 with 3N HCl. After stirring for 30 min., the reaction was diluted with methylene chloride and basified to pH 14 with 6N sodium hydroxide. The layers were separated and the aqueous was extracted with methylene chloride and the combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification of the residue by silica gel chromatography provided the product as a white solid. MS (M+H)+=359.0.

Provenance & Evidence