N-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine | 1246271-93-1

• 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-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine
• 英文别名: N-(1,3-benzodioxol-5-ylmethyl)-5-tert-butyl-2-phenylpyrazol-3-amine
• CAS: 1246271-93-1
• 化学式: C₂₁H₂₃N₃O₂
• 分子量: 349.433
• InChiKey: MFRYKJTWLKIIFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 N-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 以81%的产率得到7-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1,4,6,7-tetrahydropyrazolo[3,4-d][1,3]oxazine
  参考文献：
  名称：

  7-(芳甲基)-3-叔丁基-1-苯基-6,7-二氢-1H,4H-吡唑并[3,4-d][1,3]恶嗪的有效合成

  摘要：

  一种高效的三步法合成新型 6,7-二氢-1H,4H-吡唑并[3,4-d][1,3] 恶嗪衍生物提供乙酸的存在。通过在反应过程中形成并由酸介质促进的 1,5-二醇中间体脱水，通过分子内醚化过程进行反应。

  DOI：

  10.1002/ejoc.201000678
• 作为产物：
  描述：

  (E)-N-[(1,3-benzodioxol-5-yl)methylene]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以94%的产率得到N-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine
  参考文献：
  名称：

  7-(芳甲基)-3-叔丁基-1-苯基-6,7-二氢-1H,4H-吡唑并[3,4-d][1,3]恶嗪的有效合成

  摘要：

  一种高效的三步法合成新型 6,7-二氢-1H,4H-吡唑并[3,4-d][1,3] 恶嗪衍生物提供乙酸的存在。通过在反应过程中形成并由酸介质促进的 1,5-二醇中间体脱水，通过分子内醚化过程进行反应。

  DOI：

  10.1002/ejoc.201000678

文献信息

• Eight 7-benzyl-3-<i>tert</i>-butyl-1-phenylpyrazolo[3,4-<i>d</i>]oxazines, encompassing structures containing no intermolecular hydrogen bonds, and hydrogen-bonded structures in one, two or three dimensions
  作者：Juan C. Castillo、Rodrigo Abonía、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270109028017

  日期：2009.8.15

  hydrogen bonds links the molecules of 3‐tert‐butyl‐1‐phenyl‐7‐(3,4,5‐trimethoxybenzyl)‐6,7‐dihydro‐1H,4H‐pyrazolo[3,4‐d][1,3]oxazine, C25H31N3O4, (VIII), into complex sheets. In each compound, the oxazine ring adopts a half‐chair conformation, while the orientations of the pendent phenyl and tert‐butyl substituents relative to the pyrazolo[3,4‐d]oxazine unit are all very similar.

  7-Benzyl-3- tert -butyl-1-phenyl-6,7-dihydro-1 H ,4 H- pyrazolo[3,4- d ][1,3]oxazine, C 22 H 25 N 3 O, ( I), 和 3-叔丁基-7-(4-甲基苄基)-1-苯基-6,7-二氢-1 H ,4 H-吡唑并[3,4- d ][1,3]恶嗪, C 23 H 27 N 3 O (II) 在空间群P 2 1中同晶，分子通过 C-H...O 氢键连接成链。在每个 3-叔丁基-7-(4-甲氧基苄基)-1-苯基-6,7-二氢-1 H ,4H- pyrazolo[3,4- d ][1,3]oxazine, C 23 H 27 N 3 O 2 , (III)，其泡孔尺寸与 (I) 和 (II) 非常相似，也在P 中2 1 , 和 3-叔丁基-1-苯基-7-[4-(三氟甲基)苄基]-6,7-二氢-1 H ,4 H-吡唑并[3
• Four<i>N</i>⁷-alkoxybenzyl-substituted 4,5,6,7-tetrahydro-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-spiro-1′-cyclohexane-2′,6′-diones: hydrogen-bonded supramolecular structures in zero, one, two or three dimensions
  作者：Jorge Trilleras、Jairo Quiroga、Justo Cobo、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270108038778

  日期：2008.12.15

  3-tert-Butyl-7-(4-methoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C31H37N3O3, (I), 3-tert-butyl-7-(2,3-dimethoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C32H39N3O4, (II), 3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C31H35N3O4, (III), and 3-tert-butyl-4',4'-dimethyl-1-phenyl-7-(3,4,5-trimethoxybenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione ethanol 0.67-solvate, C33H41N3O5 center dot-0.67C(2)H(6)O, (IV), all contain reduced pyridine rings having half-chair conformations. The molecules of (I) and (II) are linked into centrosymmetric dimers and simple chains, respectively, by C-H center dot center dot center dot O hydrogen bonds, augmented only in (I) by a C-H center dot center dot center dot pi hydrogen bond. The molecules of (III) are linked by a combination of C-H center dot center dot center dot O and C-H center dot center dot center dot pi hydrogen bonds into a chain of edge-fused centrosymmetric rings, further linked by weak hydrogen bonds into supramolecular arrays in two or three dimensions. The heterocyclic molecules in (IV) are linked by two independent C-H center dot center dot center dot O hydrogen bonds into sheets, from which the partial-occupancy ethanol molecules are pendent. The significance of this study lies in its finding of a very wide range of supramolecular aggregation modes dependent on rather modest changes in the peripheral substituents remote from the main hydrogen-bond acceptor sites.
• An Efficient Synthesis of 7-(Arylmethyl)-3-tert-butyl-1-phenyl-6,7-dihydro-1H,4H-pyrazolo[3,4-d][1,3]oxazines
  作者：Rodrigo Abonia、Juan Castillo、Braulio Insuasty、Jairo Quiroga、Manuel Nogueras、Justo Cobo

  DOI：10.1002/ejoc.201000678

  日期：2010.11

  An efficient and three-step procedure for the synthesis of novel 6,7-dihydro-1H,4H-pyrazolo[3,4-d][1,3]oxazine derivatives in good to excellent yields by treatment of pyrazolamines with aqueous formaldehyde in the presence of acetic acid is provided. The reactions proceeded through an intramolecular etherification process by dehydration of a 1,5-diol intermediate formed in the course of the reaction

  一种高效的三步法合成新型 6,7-二氢-1H,4H-吡唑并[3,4-d][1,3] 恶嗪衍生物提供乙酸的存在。通过在反应过程中形成并由酸介质促进的 1,5-二醇中间体脱水，通过分子内醚化过程进行反应。