ChemicalBook CAS DataBase List 2-Methyl-8-(pyridin-2-yl)benzofuro[2,3-b]pyridine

2-Methyl-8-(pyridin-2-yl)benzofuro[2,3-b]pyridine synthesis

9synthesis methods

Product Name:2-Methyl-8-(pyridin-2-yl)benzofuro[2,3-b]pyridine
CAS Number:1609373-99-0
Molecular formula:C17H12N2O
Molecular Weight:260.29

109-04-6 Synthesis

109-04-6
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1609374-04-0 Synthesis

2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine

1609374-04-0
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2-Methyl-8-(pyridin-2-yl)benzofuro[2,3-b]pyridine

1609373-99-0
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Yield:1609373-99-0 80%

Reaction Conditions:

Stage #1: 2-bromo-pyridine;2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridinewith potassium carbonate in tetrahydrofuran; for 0.5 h;Inert atmosphere;
Stage #2: with tetrakis(triphenylphosphine) palladium⁽⁰⁾ at 80; for 12 h;

Steps:

4 4. Synthesis of Ligand L-2

Under the protection of nitrogen,Add intermediate I-1 (10 g, 32.3 mmol) to a three-neck bottle.2-bromopyridine (6.1 g, 38.8 mmol), 2M-potassium carbonate (80 mL)Dissolved in tetrahydrofuran (80 mL). Nitrogen replacement for 30 minutes,The catalyst tetrakistriphenylphosphine palladium (3 mol%) was added. The reaction system was warmed to 80 ° C and stirred under reflux for 12 hours.After cooling to room temperature, the reaction mixture was quenched with water and ethyl acetate and brine. Wash two to three times with saturated brine and take the organic phase.The organic phase was dried over anhydrous magnesium sulfate and concentrated.Separation and purification by silica gel column to obtain ligand L-2(6.7 g, yield: 80%).

References:

CN109810146,2019,A Location in patent:Paragraph 0086-0088

109-04-6 Synthesis

109-04-6
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1609373-98-9 Synthesis