Acrylamide → (E)-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]acrylamide

Temperatur

100 °C

Triethylamine (52 ml) was added to a suspension of 6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine (49.8 g), tris(dibenzylideneacetone)dipalladium (0) (5.11 g), tri-o-tolylphosphine (3.41 g) and acrylamide (14.5 g) in N,N-dimethyl formamide (260 ml). The reaction solution was stirred at 100° C. for 50 minutes. The reaction solution was returned to room temperature and then filtered through celite. The filter cake was sequentially washed with N,N-dimethylformamide, methanol, a 50% N,N-dimethylformamide solution and N,N-dimethylformamide. The resulting filtrate was filtered through celite again, and the filtrate was concentrated under reduced pressure. Toluene was added to the residue, and the reaction solution was concentrated again. Toluene and a saturated sodium bicarbonate solution were added to the resulting residue, and the insoluble matter was collected by filtration. The resulting powder was dried under reduced pressure to obtain 42.96 g of the title compound. The property values of the compound are as follows.

1. customwas returned to room temperature
2. filtrationfiltered through celite
3. washThe filter cake was sequentially washed with N,N-dimethylformamide, methanol
4. filtrationThe resulting filtrate was filtered through celite again
5. concentrationthe filtrate was concentrated under reduced pressure
6. additionToluene was added to the residue
7. concentrationthe reaction solution was concentrated again
8. additionToluene and a saturated sodium bicarbonate solution were added to the resulting residue
9. filtrationthe insoluble matter was collected by filtration
10. customThe resulting powder was dried under reduced pressure

ORD-Eintrag

ord-f719a0a21da949cd89edbd2cc915c80c

Quelldatensatz

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07935815B2