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ChemicalBook CAS DataBase List 1-Methyl-6-oxo-1,6-dihydropyridine-3-boronic Acid

1-Methyl-6-oxo-1,6-dihydropyridine-3-boronic Acid synthesis

2synthesis methods
81971-39-3 Synthesis
5-BROMO-1-METHYL-2(1H)-PYRIDINONE

81971-39-3
110 suppliers
$45.00/100mg

1002309-52-5 Synthesis
2(1H)-PYRIDINONE, 1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-

1002309-52-5
103 suppliers
$19.00/100mg

1-Methyl-6-oxo-1,6-dihydropyridine-3-boronic Acid

1083169-01-0
10 suppliers
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Yield: 56 %Chromat. , 29 %Chromat.

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate;XPhos in 1,4-dioxane at 100;Inert atmosphere;Sealed tube;

Steps:

General Procedure 2 for the preparation of analogues of boronic ester/acid
General procedure: A corresponding bromo-derivative (1.0 eq.), bis(pinacolato)diboron (2.0 eq.), potassium acetate (4.0 eq.) in dry 1,4-dioxane were placed in a sealed tube under argon purge. The reaction mixture was degassed for a further 10 min with a slow stream of argon, at which point [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride, complex with dichloromethane (0.1 eq.) and XPhos (0.15 eq.) were added. The reaction mixture was heated at 100 °C overnight. After cooled to room temperature reaction mixture was filtered through Celite, washed with EtOAc and solvents were evaporated under reduced pressure. The inseparable mixture of boronic ester and acid was used in the next step without further purification.

References:

Dreas, Agnieszka;Kucwaj-Brysz, Katarzyna;Pyziak, Karolina;Kulesza, Urszula;Wincza, Ewelina;Fabritius, Charles-Henry;Michalik, Kinga;Gabor-Worwa, Ewelina;Gołas, Aniela;Milik, Mariusz;Masiejczyk, Magdalena;Majewska, Eliza;Pyśniak, Kazimiera;Wójcik-Trechcińska, Urszula;Sandowska-Markiewicz, Zuzanna;Brzózka, Krzysztof;Ostrowski, Jerzy;Rzymski, Tomasz;Mikula, Michal [European Journal of Medicinal Chemistry,2021,vol. 213,art. no. 113057] Location in patent:supporting information

13466-38-1 Synthesis
2-Hydroxy-5-bromopyridine

13466-38-1
384 suppliers
$6.00/5g

1002309-52-5 Synthesis
2(1H)-PYRIDINONE, 1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-

1002309-52-5
103 suppliers
$19.00/100mg

1-Methyl-6-oxo-1,6-dihydropyridine-3-boronic Acid

1083169-01-0
10 suppliers
inquiry