Hydrochloric Acid → HCID 21265842, compound

To a solution of 1.10 g (5.62 mmol) of methyl (imidazo-[5,1-b]thiazol-5-yl)acetate in 15 ml of ethanol was added 61 mg (2.8 mmol) of lithium borohydride with ice-cooling, and the mixture was stirred at room temperature for 30 minutes. To this was added 130 mg (5.6 mmol) of lithium borohydride. The mixture was stirred at room temperature for 3 hours, and allowed to stand overnight in a refrigerator. 20 ml of methanol and 2 ml of concentrated hydrochloric acid were added to the reaction solution with ice-cooling. The mixture was stirred, and then concentrated under reduced pressure. To this was added 30 ml of methanol, and the mixture was concentrated to dryness under reduced pressure. The residue was dissolved in ethyl acetate, and the solution was concentrated to approximately half the original volume under reduced pressure. The crystals precipitated were collected by filtration to give 640 mg of the title compound.

1. temperaturecooling
2. stirringThe mixture was stirred at room temperature for 3 hours
3. waitto stand overnight in a refrigerator
4. temperaturecooling
5. stirringThe mixture was stirred
6. concentrationconcentrated under reduced pressure
7. additionTo this was added 30 ml of methanol
8. concentrationthe mixture was concentrated to dryness under reduced pressure
9. dissolutionThe residue was dissolved in ethyl acetate
10. concentrationthe solution was concentrated to approximately half the original volume under reduced pressure
11. customThe crystals precipitated
12. filtrationwere collected by filtration

ORD record

ord-eda13bdbe66849e391ea7da0c25f62e2

Source dataset

uspto-grants-1997_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05663162