Picolinic acid → 1-(2,6-diisopropylphenyl)-2-(3-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)-5-methylphenoxy)phenyl)-1H-imidazole

温度

200 °C

To a 300 mL 3-neck round bottom flask was added 3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)-5-methylphenol (2.5 g, 7.47 mmol), 2-(3-bromophenyl)-1-(2,6-diisopropylphenyl)-1H-imidazole (3.15 g, 8.22 mmol), picolinic acid (1.380 g, 11.21 mmol), copper(I) iodide (0.427 g, 2.242 mmol), potassium phosphate tribasic monohydrate (6.02 g, 26.2 mmol), 100 mL DMSO. Nitrogen was bubbled directly into the mixture and then was heated to 200° C. overnight under nitrogen. The reaction mixture was diluted with ethyl acetate and water and was filtered through Celite. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were washed with 10% LiCl, brine, dried over magnesium sulfate, filtered, and evaporated leaving a residue. The residue was purified by column chromatography eluting with 40 and 50% ethyl acetate/hexane (1.95 g, 41%).

1. customNitrogen was bubbled directly into the mixture
2. additionThe reaction mixture was diluted with ethyl acetate and water
3. filtrationwas filtered through Celite
4. customThe layers were separated
5. extractionthe aqueous layer was extracted with ethyl acetate
6. washThe organic layers were washed with 10% LiCl, brine
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. customevaporated
10. customleaving a residue
11. customThe residue was purified by column chromatography
12. washeluting with 40 and 50% ethyl acetate/hexane (1.95 g, 41%)

ORDレコード

ord-d47b5d3470494e4d8cdd487ce2c233f3

出典データセット

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08871361B2