357263-41-3

基本信息
7-氯-6-氮雜吲哚
7-氯-6-氮雜吲哚
氯-4-甲基-3-硝基吡啶
7-氯-6-氮雜吲哚,97%
7-氯吡咯并[2,3-C]吡啶
7-氯-1H-吡咯[2,3-C]吡啶
7-氯-1H-吡咯并[2,3-C]吡啶
7-Chloro-6-azaindole, 97%
7-Chloro-1H-pyrrolo[2,3-c...
7-CHLORO-1H-PYRROLO[2,3-C]PYRIDINE
1H-Pyrrolo[2,3-c]pyridine, 7-chloro-
7-Chloro-1h-pyrrolo[2,3-c]pyridine 98%
7-CHLORO-1H-PYRROLO[2,3-C]PYRIDINE, 95+%
7-Chloro-1H-pyrrolo[2,3-c]pyridine/7-Chloro-6-azaindole
物理化學性質(zhì)
安全數(shù)據(jù)
常見問題列表

5470-18-8

1826-67-1

357263-41-3
以2-氯-3-硝基吡啶和乙烯基溴化鎂為原料合成7-氯-1H-吡咯并[2,3-c]吡啶的一般步驟如下:將2-氯-3-硝基吡啶(10.0 g,63.07 mmol)溶解于500 mL無水四氫呋喃(THF)中,在-78℃下進行磁力攪拌。緩慢滴加過量的乙烯基溴化鎂(1M THF溶液,200 mL,200.0 mmol),滴加完畢后,將反應混合物緩慢升溫至-20℃并保持16小時。隨后,在劇烈攪拌下滴加飽和氯化銨水溶液(300 g/L,150 mL,841.25 mmol)以淬滅反應。將所得懸浮液通過Hyflo Super Cel助濾劑過濾(預先煅燒處理),并用乙酸乙酯(EtOAc,3×)進行萃取。合并有機相并濃縮,最后通過自動快速柱色譜法純化(洗脫劑:二氯甲烷/甲醇,97:3,隨后為二氯甲烷/甲醇/氫氧化銨,980:18.75:1.25),得到純品7-氯-1H-吡咯并[2,3-c]吡啶(3.87 g,收率38%)。產(chǎn)物結構經(jīng)1H NMR(400 MHz,CDCl3)確認:δ 8.73(s,1H),8.04(d,J = 5.5 Hz,1H),7.53-7.46(m,1H),7.43(dd,J = 6.2, 3.4 Hz,1H),6.64(dd,J = 3.1, 2.1 Hz,1H)。
參考文獻:
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 10, p. 4009 - 4022
[2] European Journal of Medicinal Chemistry, 2011, vol. 46, # 10, p. 5086 - 5098
[3] Patent: WO2010/51781, 2010, A1. Location in patent: Page/Page column 48
[4] Patent: US2011/263541, 2011, A1. Location in patent: Page/Page column 35
[5] Patent: WO2017/120429, 2017, A1. Location in patent: Page/Page column 258