Water → 3-[6-Methoxy-4-(5,6,6'-trimethyl-[2,2']bipyridin-3-yloxy)-quinolin-7-yloxy]-propane-1,2-diol

Temperatur

0 °C

3-(6-Methoxy-7-oxiranylmethoxy-quinolin-4-yloxy)-5,6,6′-trimethyl-[2,2′]bipyridine (compound 446) (75 mg) was dissolved in methylene chloride (2 ml) to prepare a solution. The solution was brought to 0° C., trifluoroacetic acid (1 ml) was added thereto, and the mixture was stirred at 0° C. for 30 min and then at room temperature for 4 hr. The reaction solution was brought to 0° C., was stirred and was made alkaline by the addition of a 10% aqueous sodium hydroxide solution. Water was added thereto, and the mixture was extracted with chloroform. The chloroform layer was then washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (48 mg, yield 61%).

1. customto prepare a solution
2. customwas brought to 0° C.
3. waitat room temperature for 4 hr
4. customwas brought to 0° C.
5. stirringwas stirred
6. extractionthe mixture was extracted with chloroform
7. washThe chloroform layer was then washed with saturated brine
8. dry with materialwas dried over anhydrous sodium sulfate
9. customThe solvent was removed by distillation under the reduced pressure
10. customthe residue was purified by thin layer chromatography

ORD-Eintrag

ord-819227a852f4435bba811f53ddb298e1

Quelldatensatz

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07560558B2