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

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

8synthesis methods

Product Name:2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine
CAS Number:1609374-04-0
Molecular formula:C18H20BNO3
Molecular Weight:309.17

1609373-98-9 Synthesis

2-Methylbenzofuro[2,3-b]pyridin-8-yl trifluoromethanesulfonate

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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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Yield:1609374-04-0 65%

Reaction Conditions:

with 1,1'-bis-(diphenylphosphino)ferrocene;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in 1,4-dioxane at 80;

Steps:

3 3. Synthesis of intermediate I-1

2-methylbenzofuran [2,3-b]pyridin-8-yl-trifluoromethanesulfonate (20.0 g, 60.4 mmol), bis(pinacol) diboron (16.9 g, 66.4 mmol) KOAc (17.8 g, 181.1 mmol) was dissolved in 1,4-dioxane (300 mL), and Pd(dppf)Cl2 (3 mol%), dppf (3 mol%) was added.After heating to 80 ° C and stirring overnight, the reaction mixture was cooled to room temperature.It was diluted with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried MgSO 4Concentrated column purification (9:1 = hexane: ethyl acetate)Intermediate I-1 (12.1 g, yield: 65%) was obtained.

References:

CN109810146,2019,A Location in patent:Paragraph 0083-0085

1609373-98-9 Synthesis

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