Lithium Chloride → N-{[7-(2-pyridinyl)-2-(trifluoromethyl)-1H-indol-5-yl]methyl}-6-(trifluoromethyl)-3-pyridinecarboxamide

Temperatur

140 °C

In a 2 mL microwave reactor vial N-[(2-Trifluoromethyl-7-bromo-1H-indol-5-yl)methyl]-5-(trifluoromethyl)-2-pyridinecarboxamide (Intermediate 6, 50 mg), 2-tri-n-butylstannyl pyridine (Frontier Scientific Inc., 79 mg), lithium chloride (45.5 mg), copper(I) iodide (2.04 mg) and tetrakis(triphenylphosphine)palladium(0) (12.39 mg) were stirred in Toluene (2 mL) and de-gassed using argon gas. The reaction mixture was then heated in a microwave reactor at 140° C. for 3 h. The reaction mixture was poured into water (20 mL) and extracted with ethyl acetate (40 mL). The organic extract was then washed with water (2×20 mL), dried (MgSO4), filtered and the solvent removed. The resulting residues were purified by MDAP and evaporated to dryness to give the title compound as an off white solid (25.7 mg);

1. customde-gassed
2. additionThe reaction mixture was poured into water (20 mL)
3. extractionextracted with ethyl acetate (40 mL)
4. extractionThe organic extract
5. washwas then washed with water (2×20 mL)
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. customthe solvent removed
9. customThe resulting residues were purified by MDAP
10. customevaporated to dryness

ORD-Eintrag

ord-78ed8a90d77d44deb77de4c649b46dd3

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08829031B2