N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide synthesis
- Product Name:N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide
- CAS Number:885069-14-7
- Molecular formula:C15H19BN2O3S
- Molecular Weight:318.2
![N-(6-bromobenzo[d]thiazol-2-yl)acetamide](/CAS/GIF/16628-26-5.gif)
16628-26-5
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73183-34-3
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Yield:885069-14-7 97%
Reaction Conditions:
with palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride;anhydrous potassium acetate in (methylsulfinyl)methane at 90; for 8 h;Inert atmosphere;Miyaura Borylation Reaction;
Steps:
N-(6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide (6)
A mixture of N-(6-bromobenzo[d]thiazol-2-yl)acetamide (2.10 g, 7.75 mmol), bis(pinacolato)diboron (3.00 g, 11.8 mmol), Pd(dppf)Cl2 (560 mg, 0.77 mmol), KOAc (3.00 g, 30.6 mmol) and DMSO (50 mL) was stirred at 90 °C under N2 atmosphere for 8 h. After cooling to room temperature, the mixture was filtered. The filtrate was diluted with ethyl acetate (200 mL), washed with brine (20 mL * 3), dried overNa2SO4, and concentrated. The resulting residue was washed with petroleum ether (50 mL) to give a pale brown solid (2.40 g, 97%).
References:
Yang, Zhaohui;Ma, Haikuo;Sun, Zhijian;Luo, Lusong;Tian, Sheng;Zheng, Jiyue;Zhang, Xiaohu [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 17,art. no. 22839,p. 3665 - 3670] Location in patent:supporting information
15864-32-1
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106-40-1
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15864-32-1
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$6.00/1g
73183-34-3
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$6.00/5g
885069-14-7
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