CAS: 117007-52-0; 3-Iodo-1H-Pyrazolo[3,4-B]Pyridine

该化合物是一个具有含有氮原子的双环结构的混合循环化合物,具有独特的化学特性,在3位置上存在的碘替代成分增强了其反应性,并可能影响其生物活动,使其对药用化学感兴趣.azaindazole框架的特点是其芳香性,这是涉及碳和氮原子的欧洲电子系统去地方化的结果.该化合物可能表现出多种物理特性,例如有机溶剂中的溶解性,其再活性可能受到碘原子的存在的影响,它可以参与核分裂性替代反应.此外,该结构中的氮原子可参与氢联结,有可能影响其与生物目标的相互作用.

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CAS号271-73-8 1H-吡唑并[3,4-b]吡啶 | CAS号36404-88-3 2-氯-3-吡啶甲醛 | CAS号6602-54-6 2-氯烟腈 | CAS号6752-16-5 3-氨基-1H-吡唑并[3,4-b]吡啶 | CAS号63682-46-2 1H-Pyrazolo[3,4... | CAS号875781-18-3 5-溴-3-碘-1H-吡唑并[... | CAS号916326-31-3 1-B°C-5-溴-3-碘-1... | CAS号920036-34-6 叔丁基-3-碘吡唑并[3,4-... | CAS号956010-88-1 1H-吡唑并[3,4-B]吡啶-3-甲腈

合成工艺路线路线简述

    📜3-氨基-1H-吡唑并[3,4-B]吡啶置于三氟化硼乙醚,亚硝酸异戊酯,碘化钠体系中,用 四氢呋喃,丙酮 用作溶剂,以39%的收率获得3-碘-1H-吡唑并[3,4-B]吡啶
    参考文献:3-(三氟甲基)-1 H-吡唑并-[3,4-B ]吡啶作为通用构件的用途
    标题:3-(三氟甲基)-1 H-吡唑并-[3,4-B ]吡啶作为通用构件的用途
    摘要:描述了使用定向邻位金属化(dom)技术从2-氟吡啶开始的一锅法合成3-(三氟甲基)-1 H-吡唑并[3,4-B ]吡啶的方法.该化合物包含可阴离子活化的三氟甲基,是用于微波辅助合成3取代的1 H-吡唑并[3,4-B ]吡啶的通用结构单元.
    Doi:10.1016/j.Tet.2015.06.050

    海关参考信息

    专利信息


    专利号:US-8957210-B2
    优先权日:2011-12-12
    标题:Method for synthesizing 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-formamidine hydrochloride
    发明人:LI JIN; YANG XIAOYU; ZHU JINGWEI; YANG MINMIN; WU XIHAN
    权利人:PHARMABLOCK NANJING R & D CO LTD
    摘要:The present invention relates to the field of chemical synthesis, and in particular to a method for synthesizing 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-formamidine hydrochloride, which is an important intermediate of Riociguat that is an anti-thromboembolic-disease medicine. The method is characterized in that: 3-iodo-1H-pyrazolo[3,4-b]pyridine is used as a raw material; the raw material is reacted with fluorobenzyl bromide to form a compound (10); the compound (10) is reacted with zinc cyanide to form a compound (6); the compound (6) is reacted with sodium methoxide, ammonium chloride, acetic acid and methanol to form a compound (8); and the compound (8) is reacted with chlorine hydride gas to form 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-formamidine hydrochloride. The method has the characteristics of cheap and readily available raw materials, high yield, mild reaction conditions and the like, and is a synthesis method having a large-scale preparation value.

    专利号:US-7541367-B2
    优先权日:2005-05-31
    标 题 :3-benzoimidazolyl-pyrazolopyridines useful in treating kinase disorders
    发明人:CHIU GEORGE; CONNOLLY PETER J; EMANUEL STUART; HUANG SHENLIN; LI SHENGJIAN; LIN RONGHUI; LU YANHUA; MIDDLETON STEVEN A
    权利人:JANSSEN PHARMACEUTICA NV
    摘要:The present invention is directed to novel 3-benzoimidazolyl-pyrazolopyridine compounds of formula (I): n nand pharmaceutically acceptable forms thereof and their synthesis and use as inhibitors of serine-threonine protein kinases and tyrosine protein kinases and interactions thereof.

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    合成参考文献


    参考文献:10.1055/s-0037-1610783
    摘要:Keating JJ, Alam RM. An Expedient Approach to Pyrazolo[3,4-b]pyridine-3-carboxamides via Palladium-Catalyzed Aminocarbonylation. Synthesis. 2021 Aug 26;53(24):4709–22. doi: 10.1055/s-0037-1610783.
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