6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-4-ol synthesis
- Product Name:6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-4-ol
- CAS Number:1201844-89-4
- Molecular formula:C15H18BNO3
- Molecular Weight:271.12
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Yield:1201844-89-4 41%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct;anhydrous potassium acetate in 1,4-dioxane at 1002;
Steps:
17.1 Step 1. 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaboran-2-yl)quinolin-4-ol (GEN1-309-1)
To 6-bromoquinolin-4-ol (3 g, 13.4 mmol)1,4-dioxane (30 mL) solution was addedKOAc (3.9 g, 39.8 mmol),4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborane) (5.1 g, 20.1 mmol)and Pd(dppf)Cl2.CH2Cl2 (1.095 g, 1.34 mmol).The mixture was stirred at 100°C for 2 hours.Filter the reaction mixture,And the filter cake was dissolved in EA (300mL),then filter,and concentrate the filtrate,yielded 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)quinolin-4-ol(1.5 g, 41% yield) as a yellow solid.
References:
WO2022/83731,2022,A1 Location in patent:Page/Page column 63