ChemicalBook CAS DataBase List 1-Boc-pyrazole-4-boronic acid pinacol ester

1-Boc-pyrazole-4-boronic acid pinacol ester synthesis

7synthesis methods

Product Name:1-Boc-pyrazole-4-boronic acid pinacol ester
CAS Number:552846-17-0
Molecular formula:C14H23BN2O4
Molecular Weight:294.15

269410-08-4 Synthesis

269410-08-4
405 suppliers
$5.00/1g

24424-99-5 Synthesis

24424-99-5
863 suppliers
$13.50/25G

1-Boc-pyrazole-4-boronic acid pinacol ester

552846-17-0
236 suppliers
$11.00/1g

Yield:552846-17-0 99.68%

Reaction Conditions:

with dmap;N-ethyl-N,N-diisopropylamine in dichloromethane at 20;

Steps:

2.1; 9.1 Step 1:
Compound Reg-1-16-a (4.5 g, 2.58 mmol) and dichloromethane (200 mL) were added to a 100 mL flask, diisopropylethylamine (5.99 g, 46.38 mmol) and 4-dimethylaminopyridine (424 mg, 3.48 mmol) were added, followed by slow dropwise addition of Boc₂O (7.59 g, 34.79 mmol). The reaction was performed overnight at room temperature. Thin layer chromatography (petroleum ether : ethyl acetate=3:1) indicated the reaction was complete. The reaction solution was concentrated to give a crude product, which was dissolved in dichloromethane (100 mL), and the organic phase was then washed three times with 0.5M dilute hydrochloric acid. The organic phase was further washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to obtain Reg-1-16-b (6.8 g, colorless oil, yield: 99.68%). MS m/z (ESI): 195.2 [M-Boc+H].

References:

Beijing Tide Pharmaceutical Co., Ltd.;Zhao, Yanping;Wang, Hongjun;Li, Gong;Jiang, Yuanyuan;Li, Xiang;Zhou, Liying;Liu, Yanan EP3421464, 2019, A1 Location in patent:Paragraph 0109; 0110; 0187; 0188