3-tert-butyl-N-4-chlorobenzyl-1-phenyl-1H-pyrazol-5-amine | 1204293-71-9

• 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-N-4-chlorobenzyl-1-phenyl-1H-pyrazol-5-amine
• 英文别名: 3-tert-butyl-5-(4-chlorobenzylamino)-1-phenyl-1H-pyrazole；5-tert-butyl-N-[(4-chlorophenyl)methyl]-2-phenylpyrazol-3-amine
• CAS: 1204293-71-9
• 化学式: C₂₀H₂₂ClN₃
• 分子量: 339.868
• InChiKey: HBMUSXCXOGVXBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-tert-butyl-N-4-chlorobenzyl-1-phenyl-1H-pyrazol-5-amine 在 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成
  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-N-(4-chlorobenzylidene)-1-phenyl-1H-pyrazol-5-amine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以89%的产率得到3-tert-butyl-N-4-chlorobenzyl-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

• 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。
• Four<i>N</i>⁷-benzyl-substituted 4,5,6,7-tetrahydro-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-spiro-1′-cyclohexane-2′,6′-diones as ethanol hemisolvates: similar molecular constitutions but different crystal structures
  作者：Silvia Cruz、Jorge Trilleras、Justo Cobo、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270108036937

  日期：2008.12.15

  7-tetrahydro-1H-pyr azolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione ethanol hemisolvate, C(30)H(34)ClN(3)O(2) x 0.5C(2)H(6)O, (I), its 7-(4-bromobenzyl)- analogue, C(30)H(34)BrN(3)O(2) x 0.5C(2)H(6)O, (II), and its 7-(4-methylbenzyl)- analogue, C(31)H(37)N(3)O(2) x 0.5C(2)H(6)O, (III), are isomorphous, with the ethanol component disordered across a twofold rotation axis in the space group C2/c

  3-叔丁基-7-（4-氯苄基）-4'，4'-二甲基-1-苯基-4,5,6,7-四氢-1H-吡咯并[3,4-b]吡啶-5 -spiro-1'-cyclo己烷-2'，6'-二酮乙醇半溶剂化物，C（30）H（34）ClN（3）O（2）x 0.5C（2）H（6）O，（I），其7-（4-溴苄基）-类似物C（30）H（34）BrN（3）O（2）x 0.5C（2）H（6）O，（II）及其7-（4-甲基苄基）-类似物C（31）H（37）N（3）O（2）x 0.5C（2）H（6）O（III）是同构的，乙醇成分在双向旋转轴上无序在空间组C2 / c中。在相应的7- [4-（三氟甲基）苄基]-化合物中，C（31）H（34）F（3）N（3）O（2）x 0.5C（2）H（6）O，（IV ），乙醇成分在空间群Poverline 1}的整个反转中心无序。在（I）-（IV）的每一个中，还原的吡啶环采用半椅构象。（I）-（III）中的杂环组分通过单CH
• (<i>E</i>)-3-<i>tert</i>-Butyl-4-(4-chlorobenzyl)-<i>N</i>-(4-chlorobenzylidene)-1-phenyl-1<i>H</i>-pyrazol-5-amine: sheets built from π-stacked hydrogen-bonded dimers
  作者：Jairo Quiroga、Dayana Pantoja、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270113020246

  日期：2013.9.15

  The title compound, C₂₇H₂₅Cl₂N₃, is an unexpected but high-yield product from the microwave-mediated reaction between 3-tert-butyl-N-4-chlorobenzyl-1-phenyl-1H-pyrazol-5-amine and 4-chlorobenzaldehyde. Inversion-related pairs of molecules are linked by C—H...π(arene) hydrogen bonds to form cyclic centrosymmetric dimers, and dimers of this type are linked into sheets by two independent π–π stacking interactions.

  标题化合物 C27H25Cl2N3 是 3-叔丁基-N-4-氯苄基-1-苯基-1H-吡唑-5-胺与 4-氯苯甲醛在微波介导下反应产生的一种意外但高产的产物。与反转有关的成对分子通过 C-H...π（arene）氢键连接，形成环状中心对称二聚体，这种类型的二聚体通过两个独立的 π-π 堆垛相互作用连接成薄片。
• Hydrogen-bonding patterns in three substituted<i>N</i>-benzyl-<i>N</i>-(3-<i>tert</i>-butyl-1-phenyl-1<i>H</i>-pyrazol-5-yl)acetamides
  作者：Gerson López、L. Marina Jaramillo、Rodrigo Abonia、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270110006244

  日期：2010.4.15

  The molecules of N-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)-2-chloro-N-(4-methoxybenzyl) acetamide, C(23)H(26)ClN(3)O(2), are linked into a chain of edge-fused centrosymmetric rings by a combination of one C-H center dot center dot center dot O hydrogen bond and one C-H center dot center dot center dot pi (arene) hydrogen bond. In N-(3-tert-butyl1-phenyl-1H-pyrazol-5-yl)-2-chloro-N-(4-chlorobenzyl) acetamide, C(22)H(23)Cl(2)N(3)O, a combination of one C-H center dot center dot center dot O hydrogen bond and two C-H center dot center dot center dot pi (arene) hydrogen bonds, which utilize different aryl rings as the acceptors, link the molecules into sheets. The molecules of S-[N-(3-tert-butyl-1phenyl-1H-pyrazol-5-yl)-N-(4-methylbenzyl) carbamoyl] methyl O-ethyl carbonodithioate, C(26)H(31)N(3)O(2)S(2), are also linked into sheets, now by a combination of two C-H center dot center dot center dot O hydrogen bonds, both of which utilize the amide O atom as the acceptor, and two C-H center dot center dot center dot pi (arene) hydrogen bonds, which utilize different aryl groups as the acceptors.
• 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。