ChemicalBook CAS DataBase List 2-BOC-AMINO PYRIDINE-5-BORONIC ACID

2-BOC-AMINO PYRIDINE-5-BORONIC ACID synthesis

5synthesis methods

Product Name:2-BOC-AMINO PYRIDINE-5-BORONIC ACID
CAS Number:883231-20-7
Molecular formula:C10H15BN2O4
Molecular Weight:238.05

5419-55-6
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$12.00/5g

159451-66-8 Synthesis

159451-66-8
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883231-20-7
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$18.00/100mg

Yield: 57%

Reaction Conditions:

with n-butyllithium in tetrahydrofuran at -78; for 3 h;Cooling with acetone-dry ice;Inert atmosphere;

Steps:

2 Step 2: Synthesis of (6-((tert-butoxycarbonyl) amino) pyridin-3-yl) boronic acid
In a dry ice acetone bath, tert-butyl (5-bromopyridin-2-yl) carbamate (1.0 g, 3.67 mmol, 1 eq.) And triisopropyl borate (1.0 g, 5.5 mmol, 1.5 eq. ) To a solution of tetrahydrofuran (20 mL) was added 1.6 M n-butyllithium (6.88 mL, 11 mmol, 3 eq.). The reaction was stirred under nitrogen at -78 ° C for 3 hours and at room temperature for 10 minutes. Layer with dichloromethane and water. The aqueous phase was adjusted to pH 6 with 1N hydrochloric acid and then extracted three times with dichloromethane. The organic phase was washed sequentially with water and saturated sodium chloride, then dried over anhydrous sodium sulfate, filtered, and concentrated to give (6-((tert-butoxycarbonyl) amino) pyridin-3-yl) boronic acid (500 mg, yield 57%)

References:

Shanghai Heyu Bio-pharmaceutical Technology Co., Ltd.;Zhao Baowei;Zhang Mingming;Yu Hongping;Chen Zhui;Xu Yaochang CN110845476, 2020, A Location in patent:Paragraph 0031-0033

207799-10-8 Synthesis