4-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidin-2-aMine synthesis
- Product Name:4-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidin-2-aMine
- CAS Number:944401-63-2
- Molecular formula:C11H18BN3O3
- Molecular Weight:251.09
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Yield:944401-63-2 49.3%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate at 110; for 12 h;
Steps:
21.21.2 Step 21.2: 4-Methoxy-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
Step 21.2: 4-Methoxy-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrimidin-2-amine A solution of 9.95 g (48.8 mmol) 5-bromo-4-methoxypyrimidin-2-amine, 13.62 g (53.6 mmol) Bis(pinacolato)diboron, 14.36 g (146 mmol) potassium acetate, 3.98 g (4.88 mmol) PdCl2(dppf)-CH2Cl2 adduct was stirred at 1 10 °C for 12 hr. After that the reaction mixture was diluted in toluene, sonicated and filtered. The cake was rinsed with hot toluene and concentrated to afford 20.12 g (24.04 mmol, 49.3% yield) of the title compound as a brown solid. 1 H-NMR (CDCI3, 400 MHz) 8.38 (s, 1 H) 5.69 (s, 2H) 3.92 (s, 3H) 12.27 (m, 12H).
References:
WO2014/115077,2014,A1 Location in patent:Page/Page column 81
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155-90-8
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5734-64-5
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