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ChemicalBook CAS DataBase List 3-Methyl-5-(trimethylsilyl)isoxazole-4-boronic Acid Pinacol Ester
1429913-32-5

3-Methyl-5-(trimethylsilyl)isoxazole-4-boronic Acid Pinacol Ester synthesis

5synthesis methods
-

Yield:1429913-32-5 92%

Reaction Conditions:

with potassium hydrogencarbonate in 1,2-dimethoxyethane at 50; for 16 h;

Steps:

8

A suspension of compound 20 (1 g, 4.5 mmol, 1.0 eq), compound 18 (421.2 mg, 4.5 mmol, 1.01 eq) and KHC03 (893.1 mg, 8.9 mmol, 2.00 eq) in DM E (20 mL) was heated at 50 °C for 16 h. After cooling to room temperature, the reaction mixture was filtered and concentrated under vacuum. The residue was purified by column chromatography (0.5-2% EtOAc in PE) to afford compound 21 (1.3 g, 4,1 mmol, 92% yield, 91.9% purity) as a white solid: H NMR (300 MHz, CDCI3) δ 0.28 - 0.35 (s, 9H) 1.22 - 1.30 (s, 12H) 2.32 (s, 3H);ES m/z 282.3[M + 1]+.

References:

WO2016/97870,2016,A1 Location in patent:Page/Page column 0175