5-bromo-2-(pyridin-3-yloxy)pyrimidine | 887430-58-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-bromo-2-(pyridin-3-yloxy)pyrimidine
• 英文别名: 5-Bromo-2-(pyridin-3-yl oxy)-pyrimidine；5-bromo-2-pyridin-3-yloxypyrimidine
• CAS: 887430-58-2
• 化学式: C₉H₆BrN₃O
• 分子量: 252.07
• InChiKey: WFNSVDJQCYAZLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-bromo-2-(pyridin-3-yloxy)pyrimidine 、 N-((甲基磺酰基)氧基)亚氨代乙酰氯 、 三氟甲磺酸钠 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  一种双功能试剂，专为吡啶的温和亲核功能化而设计

  摘要：

  本文报道了一种用于吡啶直接官能化的试剂的设计和应用。这些反应发生在温和的条件下，表现出广泛的官能团耐受性，使类药物分子的后期功能化成为可能。该试剂可以很容易地由廉价试剂大规模制备，在标题反应中与乙腈、氯化钠和甲磺酸钠反应，作为唯一的副产物。虽然本通讯主要关注与氰化物作为亲核试剂的反应，但与其他亲核试剂的初步实验预示了这种方法的广泛合成效用。

  DOI：

  10.1021/jacs.7b05414
• 作为产物：
  描述：

  3-(5-bromo-pyrimidin-2-yloxy)-3H-[1,2,3]triazolo[4,5-b]pyridine 、 3-吡啶硼酸 在 四(三苯基膦)钯 、 氧气 、 caesium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 10.0h， 以57%的产率得到5-bromo-2-(pyridin-3-yloxy)pyrimidine
  参考文献：
  名称：

  芳基硼酸氧化吡啶并三唑-1-酰氧基嘧啶的钯催化杂芳基醚

  摘要：

  在含有0.6-1.0％H 2 O的DME中，在Cs 2 CO 3存在下，含吡啶三唑-1-基氧基（O Pt）作为脲或酰胺官能团的嘧啶与芳基硼酸的氧化钯催化交叉偶联。描述了制备杂芳基醚的方法。在3-（5-溴-嘧啶-2-基氧基）-3 H- [1,2,3]三唑并[4,5- b ]吡啶1的情况下，溴取代可作为进一步处理的手段，例如作为Suzuki偶联剂，用于连接各种芳基。

  DOI：

  10.1021/ol900592b

文献信息

• HETEROARYL ETHERS AND PROCESSES FOR THEIR PREPARATION
  申请人：Mansour Tarek Suhayl

  公开号：US20090291971A1

  公开（公告）日：2009-11-26

  The present invention relates to processes for the preparation of heteroaryl ethers. In some embodiments, the processes relate to cross coupling reactions between triazol-1-yloxy and triazol-1-yl heterocycles with aryl boronic acids. In a further aspect, this invention also relates to compounds that are useful for the treatment of oncological diseases or disorders, and for the treatment of inflammation.

  本发明涉及制备杂环基醚的过程。在某些实施例中，该过程涉及三唑-1-氧基和三唑-1-基杂环与芳基硼酸之间的交叉偶联反应。在进一步的方面，本发明还涉及用于治疗肿瘤疾病或障碍以及治疗炎症的化合物。
• COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR
  申请人：Ibrahim Prabha N.

  公开号：US20110183988A1

  公开（公告）日：2011-07-28

  Compounds and salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof and uses thereof are described. In certain aspects and embodiments, the described compounds or salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof are active on each of B-Raf, B-Raf V600E and c-Raf-1 protein kinase. In certain aspects and embodiments, the described compounds are active in inhibiting proliferation of a Ras mutant cell line. Also described are methods of use thereof to treat diseases and conditions, including melanoma, glioma, glioblastoma, pilocytic astrocytoma, liver cancer, biliary tract cancer, cholangiocarcinoma, colorectal cancer, lung cancer, bladder cancer, gallbladder cancer, breast cancer, pancreatic cancer, thyroid cancer, kidney cancer, ovarian cancer, adrenocortical cancer, prostate cancer, gastrointestinal stromal tumors, medullary thyroid cancer, tumor angiogenesis, acute myeloid leukemia, chronic myelomonocytic leukemia, childhood acute lymphoblastic leukemia, plasma cell leukemia, and multiple myeloma.

  描述了化合物及其盐、制剂、共轭物、衍生物、形式和用途。在某些方面和实施例中，所述的化合物或其盐、制剂、共轭物、衍生物、形式对B-Raf、B-Raf V600E和c-Raf-1蛋白激酶均具有活性。在某些方面和实施例中，所述的化合物在抑制Ras突变细胞系增殖方面具有活性。还描述了使用它们治疗疾病和病况的方法，包括黑色素瘤、胶质瘤、胶质母细胞瘤、毛细胞星形细胞瘤、肝癌、胆管癌、胆管细胞癌、结直肠癌、肺癌、膀胱癌、胆囊癌、乳腺癌、胰腺癌、甲状腺癌、肾癌、卵巢癌、肾上腺皮质癌、前列腺癌、胃肠道间质瘤、髓样甲状腺癌、肿瘤血管生成、急性髓系白血病、慢性髓细胞/单核细胞白血病、儿童急性淋巴细胞白血病、浆细胞白血病和多发性骨髓瘤。
• US9440969B2
  申请人：——

  公开号：US9440969B2

  公开（公告）日：2016-09-13
• [EN] HETEROARYL ETHERS AND PROCESSES FOR THEIR PREPARATION<br/>[FR] HÉTÉROARYL ÉTHERS ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：WYETH CORP

  公开号：WO2009058937A2

  公开（公告）日：2009-05-07

  The present invention relates to processes for the preparation of of heteroaryl ethers. In some embodiments, the processes relate to cross coupling reactions between triazol-1-yloxy and triazol-1-yl heterocycles with aryl boronic acids. In a further aspect, this invention also relates to compounds that are useful for the treatment of oncological diseases or disorders, and for the treatment of inflammation.
• [EN] COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR<br/>[FR] COMPOSÉS ET MÉTHODES POUR LA MODULATION DES KINASES, ET LEURS INDICATIONS
  申请人：PLEXXIKON INC

  公开号：WO2011079133A2

  公开（公告）日：2011-06-30

  Compounds and salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof and uses thereof are described. In certain aspects and embodiments, the described compounds or salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof are active on each of B-Raf, B-Raf V600E and c-Raf-1 protein kinase. In certain aspects and embodiments, the described compounds are active in inhibiting proliferation of a Ras mutant cell line. Also described are methods of use thereof to treat diseases and conditions, including melanoma, glioma, glioblastoma, pilocytic astrocytoma, liver cancer, biliary tract cancer, cholangiocarcinoma, colorectal cancer, lung cancer, bladder cancer, gallbladder cancer, breast cancer, pancreatic cancer, thyroid cancer, kidney cancer, ovarian cancer, adrenocortical cancer, prostate cancer, gastrointestinal stromal tumors, medullary thyroid cancer, tumor angiogenesis, acute myeloid leukemia, chronic myelomonocytic leukemia, childhood acute lymphoblastic leukemia, plasma cell leukemia, and multiple myeloma.