Potassium Carbonate → 5-Nitro-3',6'-dihydro-2'H-[2,4]bipyridinyl-1'-carboxylic acid tert-butyl ester

온도

100 °C

To a mixture of 2-bromo-5-nitropyridine (0.5 g, 2.46 mmol) and N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester (0.913 g, 2.95 mmol) in toluene (4 mL) and ethanol (1.0 mL) was added potassium carbonate solution (2M, 2 mL) and PdCl2dppf (180 mg, 0.246 mmol). The mixture was degassed with argon and heated to 100° C. in a microwave for 40 minutes with stirring. The solvents were evaporated and the residue was extracted with ethyl acetate. After evaporation of the solvents, the residue was purified using flash chromatography (eluting with ethyl acetate and hexanes) to give 5-nitro-3′,6′-dihydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester as a solid (400 mg). The NMR spectrum obtained on the sample is compatible with its structure.

1. customThe mixture was degassed with argon
2. customThe solvents were evaporated
3. extractionthe residue was extracted with ethyl acetate
4. customAfter evaporation of the solvents
5. customthe residue was purified
6. washflash chromatography (eluting with ethyl acetate and hexanes)

ORD 기록

ord-85dc7c1d29694dbe805527ab5c4a6876

출처 데이터셋

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08058299B2