N,N-dimethyl-3-phenyltriazolo[4,5-d]pyrimidin-7-amine | 74528-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-dimethyl-3-phenyltriazolo[4,5-d]pyrimidin-7-amine
• CAS: 74528-94-2
• 化学式: C₁₂H₁₂N₆
• 分子量: 240.267
• InChiKey: CMHGTYMOYCOTLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-3-phenyltriazolo[4,5-d]pyrimidin-7-amine 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 10.0h， 以66%的产率得到8-aza-9-(2-bromophenyl)-6-dimethylaminopurine
  参考文献：
  名称：

  Palladium‐Catalyzed N ³ ‐Directed C−H Halogenation of N ⁹ ‐Arylpurines and Azapurines

  摘要：

  AbstractA palladium‐catalyzed direct ortho‐halogenation of N9‐arylpurines was developed by using N‐halogenated succinimide (NBS/NCS/NIS) as the halogenation reagents. The current procedure offers a late‐stage strategy to generate N9‐(ortho‐haloaryl)purines in moderate to excellent yields. The protocol was applicable to the substrates with both electron‐rich and electron‐deficient substituents and only monohalogenated products were formed. Moreover, the purinyl N3‐atom was verified as the directing group to facilitate Pd‐catalyzed ortho‐C−H activation.

  DOI：

  10.1002/ejoc.202101266
• 作为产物：
  描述：

  7-chloro-3-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.7h， 生成 N,N-dimethyl-3-phenyltriazolo[4,5-d]pyrimidin-7-amine
  参考文献：
  名称：

  Higashino, Takeo; Katori, Tatsuhiko; Kawaraya, Hideji, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 1, p. 337 - 343

  摘要：

  DOI：

文献信息

• Purinyl N³-Directed Palladium-Catalyzed C–H Alkoxylation of <i>N</i>⁹-Arylpurines: A Late-Stage Strategy to Synthesize <i>N</i>⁹-(<i>ortho</i>-Alkoxyl)arylpurines
  作者：Mingwu Yu、Zhiqian Wang、Miao Tian、Chenghu Lu、Shunlai Li、Hongguang Du

  DOI：10.1021/acs.joc.6b00148

  日期：2016.4.15

  A palladium-catalyzed alkoxylation of N-9-arylpurines with primary or secondary alcohols has been developed successfully, which is a rare C-H activation reaction of polynitrogenated purines and offers a late-stage strategy to synthesize N-9-(ortho-alkoxyl)-arylpurines. Although there are more than four nitrogen atoms present in the purine moiety, the reaction can be effectively conducted by sterically blocking the N-1 site for catalyst coordination and first employing the purinyl N-3 atom as a directing group.
• Higashino, Takeo; Hayashi, Eisaku; Matsuda, Hideaki, Heterocycles, 1981, vol. 15, # 1, p. 483 - 487
  作者：Higashino, Takeo、Hayashi, Eisaku、Matsuda, Hideaki、Katori, Tatsuhiko

  DOI：——

  日期：——
• HIGASHINO T.; KATORI T.; KAWARAYA H.; HAYASHI E., CHEM. AND PHARM. BULL., 1980, 28, NO 1, 337-343
  作者：HIGASHINO T.、 KATORI T.、 KAWARAYA H.、 HAYASHI E.

  DOI：——

  日期：——
• HIGASHINO TAKEO; HAYASHI EISAKU; MATSUDA HIDEAKI; KATORI TATSUHIKO, HETEROCYCLES, 1981, 15, NO 1, SPEC. ISSUE, 483-487
  作者：HIGASHINO TAKEO、 HAYASHI EISAKU、 MATSUDA HIDEAKI、 KATORI TATSUHIKO

  DOI：——

  日期：——
• RESIN COMPOSITION AND ELECTRONIC DEVICE
  申请人：Konica Minolta, Inc.

  公开号：US20210347964A1

  公开（公告）日：2021-11-11

  A resin composition includes a resin or a resin precursor, and a nitrogen-containing aromatic heterocyclic compound. The nitrogen-containing aromatic heterocyclic compound has a structure represented by the following general formula (1), the following general formula (6) or the following general formula (7). The resin composition includes the nitrogen-containing aromatic heterocyclic compound in a range from 0.10 to 30% by mass relative to the resin or the resin precursor. In the general formula (1), A1 and A2 each represent a 6-membered nitrogen-containing aromatic heterocyclic ring together with a nitrogen atom, and the 6-membered nitrogen-containing aromatic heterocyclic ring optionally forms a fused ring; and L represents a single bond, or a linking group derived from an aromatic hydrocarbon ring, an aromatic heterocyclic ring, or an alkyl group.