5-<1-Hydroxy-1-(phenyl)methyl>pyrimidine | 126230-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-<1-Hydroxy-1-(phenyl)methyl>pyrimidine
• 英文别名: (pyrimidin-5-yl)phenylmethanol；phenyl(pyrimidin-5-yl)methanol；phenyl(5-pyrimidinyl)methanol；Phenyl(5-pyrimidinyl)methanol, AldrichCPR
• CAS: 126230-69-1
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: MSABLPGMOIPFFY-UHFFFAOYSA-N

物化性质

• 沸点：
  354.3±27.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-<1-Hydroxy-1-(phenyl)methyl>pyrimidine 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1-(5-benzylpyrimidin-4-yl)-1H-indole
  参考文献：
  名称：

  4,5-二取代的嘧啶的制备：5-甲磺酰氧基嘧啶的环取代

  摘要：

  DOI：

  10.1021/jo001316s
• 作为产物：
  描述：

  嘧啶 、 苯甲醛 在 t-Bu-P₄ base 、 zinc(II) iodide 作用下， 以 甲苯 为溶剂， 以80%的产率得到5-<1-Hydroxy-1-(phenyl)methyl>pyrimidine
  参考文献：
  名称：

  A New Strategy for Deprotonative Functionalization of Aromatics:  Transformations with Excellent Chemoselectivity and Unique Regioselectivities Using t-Bu-P4 Base

  摘要：

  A new strategy for deprotonative functionalization of aromatics using t-Bu-P4 base has been developed, and highly chemoselective transformations have been achieved with unique regioselectivities.

  DOI：

  10.1021/ja0342300

文献信息

• Syntheses in the Nitrogen π-Deficient Heterocycles Series Using a Barbier Type Reaction Under Sonication. Diazines. Part 29
  作者：Anne Leprêtre、Alain Turck、Nelly Plé、Guy Quéguiner

  DOI：10.1016/s0040-4020(00)00291-x

  日期：2000.6

  Barbier type reaction with lithium metal has been tested under sonication on pyridines, a cinnoline and on various diazines. This very convenient method allows a very fast and smooth functionalization of these heterocycles.

  已经在吡啶，cinnoline和各种二嗪上超声处理下测试了与锂金属的Barbier型反应。这种非常方便的方法可以使这些杂环非常快速，平稳地官能化。
• Synthesis of 1,3-dihydrofuro[3,4-]pyridines and 5,7-dihydrofuro[3,4-]pyridines by intramolecular Diels-Alder reactions of pyrimidines. Investigation of the effect of steric interactions on the reaction rate
  作者：A.E. Frissen、A.T.M. Marcelis、D.G. Buurman、C.A.M. Pollmann、H.C. van der Plas

  DOI：10.1016/s0040-4020(01)89505-3

  日期：1989.1

  5-propynyloxymethylpyrimidines were synthesized and their intramolecular Diels-Alder reaction was studied. The products of the reaction were 5,7-dihydrofuro[3,4-]pyridines and 1,3-dihydrofuro[3,4-]pyridines, respectively. Introduction of one or two alkyl (aryl) groups at the α or γ position of the side-chain of the 5-propynyloxymethylpyrimidines results in an increased reaction rate. This phenomenon is discussed in terms

  合成了几种2-和5-丙炔氧基甲基嘧啶，并研究了它们的分子内Diels-Alder反应。反应产物分别为5，7-二氢呋喃[3，4- ]吡啶和1，3-二氢呋喃[3，4- ]吡啶。在5-丙炔基氧基甲基嘧啶的侧链的α或γ位置上引入一个或两个烷基（芳基）导致反应速率增加。根据相对旋转木马的数量讨论了这种现象。炔基或嘧啶环上的取代会延迟环加成反应的速度。
• Grignard and Cerium Reagents of Pyrimidine Derivatives
  作者：Akihiko Shimura、Atsuya Momotake、Hideo Togo、Masataka Yokoyama

  DOI：10.1055/s-1999-3404

  日期：1999.3

  5-(Pyrimidinyl)magnesium and cerium chlorides were prepared via the halogen-metal exchange of 5-bromopyrimidine with ethylmagnesium chloride and a sequential treatment of butyllithium and cerium(III) chloride, respectively. In a similar way, 5-[2,4-di(tert-butoxy)pyrimidinyl]magnesium and cerium chlorides were prepared from the reaction of 5-bromo-2,4-di(tert-butoxy)-pyrimidine with ethylmagnesium chloride and butylcerium chloride, respectively.

  5- (嘧啶基)氯化镁和氯化铈分别是通过 5-溴嘧啶与乙基氯化镁的卤素金属交换以及丁锂和氯化铈（III）的连续处理制备的。同样，5-[2,4-二（叔丁氧基）嘧啶基]氯化镁和氯化铈也分别是由 5-溴-2,4-二（叔丁氧基）嘧啶与乙基氯化镁和丁基氯化铈反应制备的。
• Aryl Diazinyl Ketoximes: Synthesis and Configurational Assignment
  作者：Gottfried Heinisch、Wolfgang Holzer、Thierry Langer、Peter Lukavsky

  DOI：10.3987/com-95-7248

  日期：——

  Preparation of a series of new aryl diazinyl ketoximes (7a,b - 12a,b) required as synthetic building blocks is described. Separation of the E/Z-isomers obtained was achieved by means of chromatography, their configuration was assigned using nmr techniques. Moreover, procedures for the synthesis of the starting ketones (1b - 6b) are given.
• FRISSEN, A. E.;MARCELIS, A. T. M.;BUURMAN, D. G.;POLLMANN, C. A. M.;VAN, +, TETRAHEDRON, 45,(1989) N7, C. 5611-5620
  作者：FRISSEN, A. E.、MARCELIS, A. T. M.、BUURMAN, D. G.、POLLMANN, C. A. M.、VAN, +

  DOI：——

  日期：——