咪唑并[1,2-a]嘧啶-2-胺 | 301331-27-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]嘧啶
• 中文名称: 咪唑并[1,2-a]嘧啶-2-胺
• 英文名称: 2-Amino-imidazo(1,2-a)-pyrimidin
• 英文别名: imidazo[1,2-a]pyrimidin-2-ylamine；Imidazo[1,2-a]pyrimidin-2-amine
• CAS: 301331-27-1
• 化学式: C₆H₆N₄
• mdl: MFCD00725724
• 分子量: 134.14
• InChiKey: BEXLKMIMUNHYTP-UHFFFAOYSA-N

物化性质

• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• [EN] REGIO-SELECTIVE SYNTHESIS OF IMIDAZO[1,2-A]PYRIMIDINES<br/>[FR] SYNTHÈSE RÉGIO-SÉLECTIVE D'IMIDAZO[1,2-A]PYRIMIDINES
  申请人：GENENTECH INC

  公开号：WO2020227576A1

  公开（公告）日：2020-11-12

  A method of regio-selectively synthesizing an imidazo-pyrimidine compound of formulae (XXa) or (XXb) comprising a step of coupling a first compound of formula XX-P1a or XX-P1b with a second compound of formula XX-P2. This annulation reaction between β-ethoxy acrylamides and phosphorylated aminoimidazoles to furnish imidazo[1,2-a]pyrimidin-amines relies on steering effects from endocyclic and exocyclic phosphorylated aminoimidazoles. The reaction furnishes either 2-amino or 4-amino constitutional isomers of imidazo[1,2-a]pyrimidines with good yields and ranges of 90:10 – 99:1 regio-selectivity. The reaction is useful in the synthesis of various tracer molecules used in the study of neurological conditions such as where R3 and R4 together with the imidazole ring atoms to which they are bonded form a phenyl ring and the products are substituted benzimidazopyrimidines. The reaction can be generalized to form imidazo[1,2-a]pyrimidines substituted at either of their 2- and 4- positions by alkoxy or thioalkyl groups.

  一种选择性区域合成式（XXa）或（XXb）的咪唑嘧啶化合物的方法，包括将式XX-P1a或XX-P1b的第一化合物与式XX-P2的第二化合物偶联的步骤。这种β-乙氧基丙烯酰胺和磷酸化氨基咪唑之间的环化反应，用于合成咪唑[1,2-a]嘧啶胺，依赖于内环和外环磷酸化氨基咪唑的导向效应。该反应以良好的产率提供咪唑[1,2-a]嘧啶的2-氨基或4-氨基构型异构体，并具有90:10至99:1的选择性。该反应在合成用于研究神经系统疾病的各种示踪分子中很有用，例如当R3和R4与它们结合的咪唑环原子形成苯环时，产物为取代苯基咪唑嘧啶。该反应可推广为在其2-位和4-位之一被烷氧基或硫代烷基基团取代的咪唑[1,2-a]嘧啶。
• Condensed-Cyclic Compound and Organic Light-Emitting Diode Comprising the Same
  申请人：Samsung Display Co., Ltd.

  公开号：EP2535331A1

  公开（公告）日：2012-12-19

  The present invention provides a condensed-cyclic compound represented by Formula 1 below and an organic light-emitting diode including the condensed-cyclic compound:

  本发明提供了由下式 1 表示的缩合环状化合物和包括该缩合环状化合物的有机发光二极管：
• Synthesis of labeled imidazo[1,2-A]pyrimidines
  申请人：Genentech, Inc.

  公开号：US11136330B2

  公开（公告）日：2021-10-05

  A method of synthesizing comprising a step of making an imidazo-pyrimidine compound by coupling a first compound of formula (II) with a second compound of formula (III) Followed by a deprotection and tosylation step. The methods are able to produce an isotopically substituted molecule having upwards of 95% purity relative to non-isotopically substituted molecules. The invention further comprises compounds of formula:

  一种合成方法 包括通过将式（II）的第一种化合物与式（III）的第二种化合物偶联，制得咪唑嘧啶化合物的步骤 然后是去保护和酰化步骤。与非同位素取代的分子相比，这些方法能够生产出纯度高达 95% 以上的同位素取代的分子。 本发明还包括式化合物：
• Regio-selective synthesis of imidazo[1,2-a]pyrimidines
  申请人：Genentech, Inc.

  公开号：US11325912B2

  公开（公告）日：2022-05-10

  A method of regio-selectively synthesizing an imidazo-pyrimidine compound of formulae (XXa) or (XXb) comprising a step of coupling a first compound of formula XX-P1a or XX-P1b with a second compound of formula XX-P2 This annulation reaction between β-ethoxy acrylamides and phosphorylated aminoimidazoles to furnish imidazo[1,2-a]pyrimidin-amines relies on steering effects from endocyclic and exocyclic phosphorylated aminoimidazoles. The reaction furnishes either 2-amino or 4-amino constitutional isomers of imidazo[1,2-a]pyrimidines with good yields and ranges of 90:10-99:1 regio-selectivity. The reaction is useful in the synthesis of various tracer molecules used in the study of neurological conditions such as where R3 and R4 together with the imidazole ring atoms to which they are bonded form a phenyl ring and the products are substituted benzimidazopyrimidines. The reaction can be generalized to form imidazo[1,2-a]pyrimidines substituted at either of their 2- and 4-positions by alkoxy or thioalkyl groups.

  一种选择性地合成式(XXa)或(XXb)咪唑嘧啶化合物的方法 包括将式 XX-P1a 或 XX-P1b 的第一种化合物与式 XX-P2 的第二种化合物偶联的步骤 β-乙氧基丙烯酰胺与磷酸化氨基咪唑之间的环化反应生成咪唑并[1,2-a]嘧啶胺依赖于内环和外环磷酸化氨基咪唑的转向效应。该反应可生成咪唑并[1,2-a]嘧啶的 2-氨基或 4-氨基构型异构体，产率高，区域选择性范围为 90:10-99:1。该反应可用于合成用于研究神经系统疾病的各种示踪分子，如 R3 和 R4 与它们所结合的咪唑环原子一起形成一个苯基环，而产物则是取代的苯并咪唑嘧啶。该反应可以推广到在咪唑并[1,2-a]嘧啶的 2 位和 4 位上形成被烷氧基或硫代烷基取代的咪唑并[1,2-a]嘧啶。
• SYNTHESIS OF LABELED IMIDAZO[1,2-A]PYRIMIDINES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3966215A1

  公开（公告）日：2022-03-16