3-amino-4-methyl-6-phenyl-pyrazolo[3,4-d]pyrimidine | 1047724-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 3-amino-4-methyl-6-phenyl-pyrazolo[3,4-d]pyrimidine
• 英文别名: 4-methyl-6-phenyl-2H-pyrazolo[3,4-d]pyrimidin-3-amine
• CAS: 1047724-08-2
• 化学式: C₁₂H₁₁N₅
• 分子量: 225.253
• InChiKey: MNASYFFAXISTPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  336.2±42.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)
• 溶解度：
  20.6 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-amino-4-methyl-6-phenyl-pyrazolo[3,4-d]pyrimidine 在 sodium hydroxide 、 sodium ethanolate 作用下， 以 乙醇 、 水 为溶剂， 反应 0.16h， 生成 4-methyl-8-oxo-2-phenyl-10H-pyrazolo<5,4-d:2,3-a'>dipyrimidin-7-carboxylic acid
  参考文献：
  名称：

  Golec, Julian M. C.; Scrowston, Richard M., Journal of Chemical Research, Miniprint, 1989, # 11, p. 2580 - 2595

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-cyano-3-ethoxybut-2-enoate 在 一水合肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 150.0 ℃ 、26.66 Pa 条件下， 反应 4.0h， 生成 3-amino-4-methyl-6-phenyl-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Golec, Julian M. C.; Scrowston, Richard M., Journal of Chemical Research, Miniprint, 1988, # 1, p. 326 - 345

  摘要：

  DOI：

文献信息

• Synthesis of Some New 6,8-Disubstituted 7,8-Dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines and 6,7,8-Trisubstituted Pyrimido[2,3:4,3]Pyrazolo[1,5-a]Pyrimidine Derivatives
  作者：Yuh-Wen Ho、Chia-Tseng Yao

  DOI：10.1002/jccs.200300043

  日期：2003.4

  3,4-d]pyrimidine 5, which can react with appropriate Mannich base derivatives 13a-c and chalcones 27a,b to yield the corresponding 6,8-disubstituted 7,8-dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines 15a-c and 30a,b, respectively. On the other hand, the 6,7,8-trisubstituted pyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidine derivatives 8a-g, 20a-e, 36 and 38 were obtained by treatment of compound 5 with

  5-cyano-1,6-dihydro-4-methyl-2-phenyl-6-thioxopyrimidine 4 与过量 85% 的水合肼环化得到 3-amino-4-methyl-6-phenylpyrazolo[3,4-d ]嘧啶 5，可与适当的曼尼希碱衍生物 13a-c 和查耳酮 27a,b 反应生成相应的 6,8-二取代 7,8-二氢嘧啶并[2,3:4,3]吡唑并[1,5-a ]嘧啶分别为 15a-c 和 30a,b。另一方面，通过化合物处理得到6,7,8-三取代嘧啶并[2,3:4,3]吡唑并[1,5-a]嘧啶衍生物8a-g、20a-e、36和38。在酸性条件下，分别与适当的 1,3-二酮 6a-g、3-二甲基氨基-1-（取代）丙-2-烯酮 18a-e、3-氨基巴豆腈 3 和乙氧基亚甲基丙二腈 37 对图 5 进行了分析。
• An Easy Direct Conversion of Pyridine- and Pyrimidine-Thiones into Multi-Fused Heterocyclic Compounds
  作者：Ayman Wahba Erian、Fathi Ali Abu-Shanab

  DOI：10.1246/bcsj.71.2387

  日期：1998.10

  self-condensation and gave multi-fused heterocyclic compounds. A wide range of unique heterocycles could be obtained on treatment of 2-fluorothienoazines with nitrogen nucleophilic reagents. The reactivity of the pyrimidine-thiones towards a variety of electrophilic reagents was studied. Chemical and spectroscopic evidence of the newly synthesized compounds are described.

  吖嗪硫酮与氯氟乙酸乙酯反应得到2-氟噻吩嗪。后者经历自缩合并得到多稠合杂环化合物。用含氮亲核试剂处理 2-氟噻吩嗪可以得到范围广泛的独特杂环。研究了嘧啶硫酮对多种亲电子试剂的反应性。描述了新合成化合物的化学和光谱证据。
• 5-(1-Pyrrolyl)-2-Phenylthieno[2,3-d]Pyrimidine as Building Block in Heterocyclic Synthesis: Novel Synthesis of Some Pyrazoles, Pyrimidines, Imidazo[1,2-a]Pyrimidines, Pyrazolo[1,5-a]Pyrimidines, Pyrido-(Pyrimido)Pyrazolo[1,5-a]Pyrimidines, 1,2,4-Triazolo[
  作者：Yuh-Wen Ho

  DOI：10.1002/jccs.200700154

  日期：2007.8

  6-(2-substituted-imidazo[1,2-a]pyrimidin-7-yl)-2-phenylthieno[2,3-d]pyrimidines 17a-d. On the other hand, the pyrazolo[1,5-a]pyrimidines 20a-c, pyrido(pyrimido)[2,3:4,3]pyrazolo[1,5-a]pyrimidines 22a-c, pyrido[4,5:4,3]pyrazolo[1,5-a]pyrimidine 24, 1,2,4-triazolo[1,5-a]pyrimidine 26a, and 1,2,3,4-tetrazolo[1,5-a]pyrimidine derivative 26b were also obtained by the intramolecular cyclization of enaminone derivative 1

  烯胺酮衍生物 6-(3-二甲基氨基-丙烯酰基)-5-(1-吡咯基)-4-甲基-2-苯基噻吩并[2,3-d]嘧啶 1 用适当的肼化合物 2a,b 在回流乙醇中处理得到相应的 6-(1-取代的-吡唑-5-基)-2-苯基噻吩并[2,3-d]嘧啶 3a,b。在碱性催化剂存在下，烯胺酮衍生物 1 与合适的胍化合物 13a-c 环化，得到相应的 6-(2-取代的-pyrmidin-6-yl)-2-苯基噻吩并[2,3-d]嘧啶 15a-c . 化合物 15c 可以用适当的 α-卤代羰基化合物 16a-d 环化，得到相应的 6-(2-取代的-咪唑并[1,2-a]嘧啶-7-基)-2-苯基噻吩并[2,3-d ]嘧啶17a-d。另一方面，吡唑并[1,5-a]嘧啶20a-c、吡啶并(嘧啶)[2,3:4,3]吡唑并[1,5-a]嘧啶22a-c、吡啶并[4,5 :4,3]吡唑并[1,5-a]嘧啶 24, 1,2,
• Tricyclic heteroaromatic systems containing a bridgehead nitrogen atom. Part 3. [1,2,4]Triazolo[3′,4′ : 3,2]pyrazolo[3,4-d]pyrimidines, tetrazolo[1′,5′ : 1,5]pyrazolo[3,4-d]pyrimidines and pyrimido-[5′,4′ : 4,5]pyrazolo[3,2-c][1,2,4]triazines
  作者：Julian M. C. Golec、Richard M. Scrowston、Michael Dunleavy

  DOI：10.1039/p19920000239

  日期：——

  6-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one 16 has been prepared and converted into its 3-chloro 6, 3-thioxo 17 and 3-methylthio derivatives 9. Each of these could be converted into the 3-hydrazino derivative 3, cyclisation of which with carbon disulfide or triethyl orthoformate generated the fused 1,2,4-triazoles 23 and 20, respectively. Alternatively, the hydrazino derivative 3 gave a substituted hydrazide 26 or thiosemicarbazide 25, from which the 1,2,4-triazoles 21 and 22 respectively were obtained. The equilibrium between 3-azido-6-phenyl-1H-pyrazolo[3,4-d]-pyrimidine 5 and 2-phenyl-9H-tetrazolo[1'5': 1,5]pyrazolo[3,4-d]pyrimidine 27 was studied.3-Diazo-4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidine 29 was prepared by diazotisation of the corresponding amine 1 and converted into the 3-azido compound 4, which could not be cyclised to form a tetrazole. Finally, the diazo compound 29 readily formed the pyrimido[5'4':4,5]pyrazolo[3,2-c][1,2,4]triazine derivatives 32 and 33, when treated with pentane-2,4-dione and ethyl acetoacetate respectively.
• GOLEC, JULIAN M. C.;SCROWSTON, RICHARD M., J. CHEM. RES. (S),(1989) N1, C. 333
  作者：GOLEC, JULIAN M. C.、SCROWSTON, RICHARD M.

  DOI：——

  日期：——