Pyridine-4-boronic acid synthesis
- Product Name:Pyridine-4-boronic acid
- CAS Number:1692-15-5
- Molecular formula:C5H6BNO2
- Molecular Weight:122.92
1120-87-2
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7732-18-5
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1692-15-5
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Yield:1692-15-5 65%
Reaction Conditions:
Stage #1: 4-bromopyridinwith n-butyllithium in tetrahydrofuran at -78; for 1 h;Inert atmosphere;
Stage #2: Trimethyl borate in tetrahydrofuran at -78; for 1 h;Inert atmosphere;
Stage #3: waterwith hydrogenchloride in tetrahydrofuran at 0;Inert atmosphere;
Steps:
7
In the Ar gas protection,4-Bromo-pyridine (1.5 g; 10 mmol) was placed in a 200 ml Schlenk flask,After addition of 40 ml of anhydrous deoxygenated tetrahydrofuran,The reaction mixture was cooled to -78 ° C in a low temperature reactor,5 ml (2.2 M; 11 mmol) of butyllithium was added dropwise,After reaction for 1 h,4 ml of methyl borate was added,Low temperature reaction 1h and removed overnight.The reaction was quenched with 2 mol / L dilute hydrochloric acid,After recrystallization from n-hexane 0.8 g (0.8 g, 65% yield) was obtained.
References:
CN104326980,2016,B Location in patent:Paragraph 0064; 0065
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1692-15-5
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19524-06-2
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5419-55-6
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497-19-8
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1692-15-5
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