Ethanolamine → HCID 19605165, compound

A 0.25 ml potion of a 4N hydrochloric acid/dioxane solution and 76 mg of 3-formylimidazo[5,1-b]thiazole were added to 2 ml of a methanol solution containing 0.181 ml of 2-aminoethanol, and the mixture was stirred at room temperature for 30 minutes. Then, 42 mg of sodium boron cyanohydride was added thereto, and the mixture was then stirred at room temperature for 3 hours. Afterward, 0.25 ml of a 4N hydrochloric acid/dioxane solution was added thereto, followed by stirring at room temperature for 15 hours. The solvent was evaporated under reduced pressure, and to the resulting residue, an aqueous anhydrous potassium carbonate solution was then added so as to adjust the solution to pH 10.8. Afterward, the mixture was extracted three times with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by Cephadex LH-20 to obtain 61 mg of the title compound.

1. stirringthe mixture was then stirred at room temperature for 3 hours
2. stirringby stirring at room temperature for 15 hours
3. customThe solvent was evaporated under reduced pressure
4. additionto the resulting residue, an aqueous anhydrous potassium carbonate solution was then added so as
5. extractionAfterward, the mixture was extracted three times with dichloromethane
6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
7. filtrationfiltered
8. customthe solvent was evaporated under reduced pressure
9. customThe resulting residue was purified by Cephadex LH-20

ORD record

ord-20b9d19903aa4a2680dff7588140435d

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05990101