Water → HCID 136253986, Verbindung

Temperatur

80 °C

Iron powder (28.8 mg) was added to a solution of ethyl 1-(1,4-dioxepan-6-yl)-5-[4-(2-methoxy-3,5-dimethylpyridin-4-yl)-2-nitrophenyl]-1H-pyrazole-4-carboxylate (64 mg) in acetic acid (2 mL)-water (0.1 mL), and the reaction mixture was stirred at 80° C. for 2.5 hours in a nitrogen atmosphere. The reaction mixture was returned to room temperature, and ethyl acetate (10 mL) was added to the reaction mixture. The insoluble matter was removed by filtration through Celite™. The filtrate was concentrated under reduced pressure. A solution of the residue in ethyl acetate was sequentially washed with a saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered. The filtrate was passed through a NH silica gel pad. The resulting solution was concentrated under reduced pressure. Ethyl acetate (0.3 mL) and MTBE (0.3 mL) were added to the residue. The precipitated solid was collected by filtration to give the title compound (29.1 mg).

1. customwas returned to room temperature
2. customThe insoluble matter was removed by filtration through Celite™
3. concentrationThe filtrate was concentrated under reduced pressure
4. washA solution of the residue in ethyl acetate was sequentially washed with a saturated aqueous sodium bicarbonate solution and brine
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationThe resulting solution was concentrated under reduced pressure
8. additionEthyl acetate (0.3 mL) and MTBE (0.3 mL) were added to the residue
9. filtrationThe precipitated solid was collected by filtration

ORD-Eintrag

ord-25270a2b83a64e53a67217c74bc9a84d

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08563565B2