875781-41-2

基本信息
3-[(三甲基硅基)炔基]-5-溴吡嗪-2-胺
3-[(三甲基硅基)乙炔基]-5-溴吡嗪-2-胺
5-Bromo-3-((trimethylsilyl)
5-Bromo-3-trimethylsilanylethynylpyrazin-2-ylamine
5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine
Pyrazinamine, 5-bromo-3-[(trimethylsilyl)ethynyl]-
5-bromo-3-[2-(trimethylsilyl)ethynyl]-2-Pyrazinamine
5-broMo-3-(2-(triMethylsilyl)ethynyl)pyrazin-2-aMine
物理化學(xué)性質(zhì)
制備方法

24241-18-7

1066-54-2
![3-[(三甲基硅基)乙炔基]-5-吡嗪-2-胺](/CAS2/GIF/875781-41-2.gif)
875781-41-2
向3,5-二溴吡嗪-2-胺(2.00 g,7.91 mmol)的無水THF(24 mL)溶液中依次加入三乙胺(3.3 mL,24 mmol)、碘化亞銅(151 mg,0.79 mmol)和Pd(PPh3)2Cl2(催化量)。在氮?dú)獗Wo(hù)下,將反應(yīng)混合物冷卻至-5℃,然后緩慢滴加三甲基硅乙炔(1.07 mL,7.50 mmol)。滴加完畢后,將反應(yīng)體系緩慢升溫至0℃,并在此溫度下攪拌1.5小時(shí)。反應(yīng)完成后,將混合物在減壓下濃縮以除去溶劑,所得殘余物通過硅膠柱色譜法(洗脫劑:石油醚/乙酸乙酯,體積比5:1)純化,得到目標(biāo)產(chǎn)物3-[(三甲基硅基)炔基]-5-溴吡嗪-2-胺,為黑色油狀物(42 mg,收率94%)。質(zhì)譜(ESI,正離子模式)m/z:272.00 [M + H]+;1H NMR(400 MHz,CDCl3)δ(ppm):8.04(s,1H),5.14(s,2H),0.30(s,9H)。
參考文獻(xiàn):
[1] Patent: WO2018/108125, 2018, A1. Location in patent: Paragraph 00586
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 3, p. 693 - 698
[3] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 20, p. 4399 - 4404
[4] Patent: CN106432246, 2017, A. Location in patent: Paragraph 0540; 0541; 0542
[5] Patent: WO2010/54398, 2010, A1. Location in patent: Page/Page column 150-151