ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate | 38405-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate
• 英文别名: ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazolo-3-carboxylate；5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester；ethyl 5-chloro-4-formyl-1-phenylpyrazole-3-carboxylate
• CAS: 38405-71-9
• 化学式: C₁₃H₁₁ClN₂O₃
• 分子量: 278.695
• InChiKey: IQXMWLSTWYGEGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C(Solv: ethanol (64-17-5))
• 沸点：
  437.8±45.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate 在 吡啶 、 氯化亚砜 、 sodium azide 、 sodium dithionite 、 盐酸羟胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 18.0h， 生成 5-氨基-4-氰基-1-苯基-1H-吡唑-3-甲酸乙酯
  参考文献：
  名称：

  5-氨基-4-氰基-1-苯基-1H-吡唑-3-羧酸乙酯的新合成和反应

  摘要：

  合成5-氨基-4-氰基-1-苯基-1- ħ吡唑-3-甲酸乙酯5已经通过的异常贝克曼重排实现ö -chloroaldehyde 1。的反应ø -aminocarbonitrile 5与浓硫酸2 SO 4家具的预期ö -aminocarboxamide吡唑6。关键中间体邻氨基甲腈5和邻氨基羧酰胺6被成功地用于合成吡唑并嘧啶衍生物。邻氯乙腈中Cl的替代3与仲胺一起提供了新的合成子13，该合成子进一步用于合成多取代的杂环。所获得的新产物通过IR，1 H和13 C NMR以及质谱进行了很好的表征。

  DOI：

  10.1002/jhet.1691
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 1-苯基-3-乙氧羰基-5-吡唑酮 在 三氯氧磷 作用下， 以78%的产率得到ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Friedlander缩合反应合成吡唑并吡啶3-羧酸盐

  摘要：

  一系列1,3,6-三取代和1,3,5,6四取代吡唑并[3,4的b ]吡啶化合物5合成了通过一系列反应对1-苯基-3-吡唑啉酮羧酸以获得ö -氨基醛容易与各种α-亚甲基酮，腈和酯缩合，因此可以提供高收率的熔融吡啶衍生物。J.杂环化​​学。（2010）。

  DOI：

  10.1002/jhet.294

文献信息

• Cannabinoid Receptor Modulators
  申请人：Receveur Jean Marie

  公开号：US20100292273A1

  公开（公告）日：2010-11-18

  Compounds of formula (I) are modulators of cannabinoid receptor CB1, useful inter alia for treatment of obesity: Formula (I). Wherein: X is a bond, or a divalent radical selected from —C(R 10 )(R 11 )—*, —C(R 10 )(R 11 )—O—*, —C(R 10 )(R 11 )CH 2 —*, —C(R 10 )(R 11 )CH 2 —O—*, —CH 2 C(R 10 )(R 11 )—*, —CH 2 C(R 10 )(R 11 )—O—*. and —CH 2 —O—C(R 10 )(R 11 )—*, wherein the bond indicated by an asterisk is attached to the pyrazole ring; Z is a carboxyl isostere radical selected from the group specified; R 3 is hydrogen, (C 1 -C)alkyl or (C 1 C 3 )fluoroalkyl; R 4 is a radical of formula -(Alk 1 ) p -(Q 1 ) r (L) s -Q 2 wherein p, r, s, Alk 1 , L, Q 1 and Q 2 are as specified; or R 3 and R 4 taken together with the nitrogen to which they are attached form a cyclic amino ring of 4 to 7 ring atoms which is optionally substituted by a radical of formula -(L) s -Q 2 wherein s, L and Q 2 are as defined above, or by an optional substituent selected from hydroxy, methoxy, —NH 2 —, or mono- or di-(C 1 C 3 )alkylamino; R 5 , R 6 , R 7 and R 8 are each independently selected from hydrogen —F, —Cl, —Br, —CN, (C 1 -C 3 )alkyl, (C 1 C 3 )fluoroalkyl, cyclopropyl, and —OR 9 ; R 10 is hydrogen, (C 1 C 3 )alkyl, hydroxyl or NH 2 , and R 11 is hydrogen or (C 1 -C 3 )alkyl; or R 10 and R 11 taken together with the carbon atom to which they are attached form a (C 3 -C 5 )cycloalkyl ring.

  式(I)的化合物是大麻素受体CB1的调节剂，可用于肥胖症的治疗：式(I)。其中：X是键或二价基团，选择自-C(R10)(R11)-*，-C(R10)(R11)-O- *，-C(R10)(R11)CH2- *，-C(R10)(R11)CH2-O- *，-CH2C(R10)(R11)-*，-CH2C(R10)(R11)-O- *和-CH2-O-C(R10)(R11)-*，其中由星号表示的键连接到吡唑环；Z是羧基异构基团，选择自指定的群组；R3是氢，(C1-C)烷基或(C1C3)氟烷基；R4是式-(Alk1)p-(Q1)r(L)s-Q2的基团，其中p，r，s，Alk1，L，Q1和Q2如所述；或R3和R4与它们所连接的氮一起形成4到7个环原子的环状氨基环，可选地被式-(L)s-Q2的基团或由上述定义的氢氧化物，甲氧基，-NH2-或单或双-(C1C3)烷基氨基取代；R5、R6、R7和R8各自独立地选择自氢，-F，-Cl，-Br，-CN，(C1-C3)烷基，(C1C3)氟烷基，环丙基和-OR9；R10是氢，(C1C3)烷基，羟基或NH2，R11是氢或(C1-C3)烷基；或R10和R11与它们所连接的碳原子一起形成(C3-C5)环烷基环。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Synthesis of Polysubstituted Pyrazolo[3,4-<i>b</i>]pyridine-3-Carbohydrazide and Pyrazolo[3,4-<i>d</i>]pyridazine Derivatives
  作者：Dinesh C. Bhavsar、Prashant S. Nikam、Sachin A. Gangurde、Raghunath B. Toche

  DOI：10.1002/jhet.1779

  日期：2014.5

  5‐Amino‐4‐formyl pyrazole carboxylate gave facile reactions with malononitrile, hydrazine, and ketones in the presence of piperidine furnished substituted pyrazolo[3,4‐b]pyridines and pyrazolo[3,4‐b]quinolones. The pyridazine sulfonamides were obtained by the reaction of 5‐chloro 4‐formyl pyrazole carboxylate with sulfonamide derivatives.
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577B1

  公开（公告）日：2018-12-12
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.