3-tert-butyl-1-phenyl-N-(3,4,5-trimethoxybenzyl)-1H-pyrazol-5-amine | 1204293-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-tert-butyl-1-phenyl-N-(3,4,5-trimethoxybenzyl)-1H-pyrazol-5-amine
• 英文别名: 5-tert-butyl-2-phenyl-N-[(3,4,5-trimethoxyphenyl)methyl]pyrazol-3-amine
• CAS: 1204293-73-1
• 化学式: C₂₃H₂₉N₃O₃
• 分子量: 395.502
• InChiKey: ZGIDIZYSHKYTDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  57.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-tert-butyl-1-phenyl-N-(3,4,5-trimethoxybenzyl)-1H-pyrazol-5-amine 在 过氧化双月桂酰 、 三乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 生成 2-tert-butyl-4-[(3,4,5-trimethoxyphenyl)methyl]-6H-pyrazolo[1,5-a][1,3]benzodiazepin-5-one
  参考文献：
  名称：

  Design and synthesis of novel benzopyrazolodiazepinones via intra-molecular alkylation of α-alkylcarbonyl radicals mediated by dilauroylperoxide

  摘要：

  Using a tin-free strategy, novel 4H-benzo[f]pyrazolo[1,5-a][1,3]diazepin-5(6H)-ones were synthesized in acceptable yields via intra-molecular alkylation over a benzene ring, of alpha-alkylcarbonyl radicals generated from ethyl pyrazolylbenzylaminoxanthates, using dilauroyl peroxide (DLP) as the radical initiator. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.105
• 作为产物：
  描述：

  (E)-3-tert-butyl-1-phenyl-N-(3,4,5-trimethoxybenzylidene)-1H-pyrazol-5-amine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以83%的产率得到3-tert-butyl-1-phenyl-N-(3,4,5-trimethoxybenzyl)-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

• Microwave-assisted synthesis of pyrazolo[3,4-b]pyridine-spirocycloalkanediones by three-component reaction of 5-aminopyrazole derivatives, paraformaldehyde and cyclic β-diketones
  作者：Jairo Quiroga、Jorge Trilleras、Dayana Pantoja、Rodrigo Abonía、Braulio Insuasty、Manuel Nogueras、Justo Cobo

  DOI：10.1016/j.tetlet.2010.07.009

  日期：2010.9

  New pyrazolo[3,4-b]pyridine-5-spirocycloalkanedione derivatives were prepared via three-component reaction between 5-(4-R-benzylamino)pyrazoles, cyclic β-diketones and paraformaldehyde. The use of indandione as β-diketone resulted in the formation of two products, the pyrazolo[3,4-b]pyridine-5-spiroindanediones and 3-tert-butyl-1-phenylindeno[2,3-e]pyrazolo[3,4-b]pyridine. The structures of the pyrazolo[3

  通过5-（4- R-苄氨基）吡唑，环状β-二酮和低聚甲醛的三组分反应制备了新的吡唑并[3,4- b ]吡啶-5-螺环烷二酮衍生物。使用茚满二酮作为β-二酮导致形成了两种产物，即吡唑并[3,4- b ]吡啶-5-螺茚并二酮和3-叔丁基-1-苯基茚并[ 2,3- e ]吡唑并[3]。 ，4- b ]吡啶。通过单晶X射线衍射确认了吡唑并[3，4- b ]吡啶-5-螺环烷二酮的结构。该方案提供了一种简单的一步合成方法，具有后处理容易，反应条件温和且对环境无害的优点。
• 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.