1-[2-(pyridin-2-yl)ethyl]-pyrrolidin-2-one | 73186-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[2-(pyridin-2-yl)ethyl]-pyrrolidin-2-one
• 英文别名: 1-(2-pyridin-2-yl-ethyl)-pyrrolidin-2-one；1-[2-(Pyridin-2-yl)ethyl]pyrrolidin-2-one；1-(2-pyridin-2-ylethyl)pyrrolidin-2-one
• CAS: 73186-33-1
• 化学式: C₁₁H₁₄N₂O
• mdl: MFCD03821147
• 分子量: 190.245
• InChiKey: VKUCNJYNAKGDFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二异丙基胺基锂 、 1-[2-(pyridin-2-yl)ethyl]-pyrrolidin-2-one 、 溴丙烷 、 溶剂黄146 在 ice 、 二氯甲烷 、 碳酸氢钠 、 Brine 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以Crude 3-propyl-1-(2-(pyridin-2-yl)ethyl)pyrrolidin-2-one is obtained的产率得到3-Propyl-1-(2-(pyridin-2-yl)ethyl)pyrrolidin-2-one
  参考文献：
  名称：

  COMPOSITION FOR TREATMENT OF TUBERCULOSIS

  摘要：

  本发明涉及一种药物组合物，其中包含式（1）的化合物，其中R1是可选取代苯基，可选取代吡啶基或可选取代吲哚基；R2是（CH2）n，其中n为0、1、2、3或4；R3是（CH2）mR3A，其中m为0、1、2、3或4，R3A是甲基、异丙基、叔丁基、OCH3、OH、可选取代苯氧基、C≡CH、C≡N、可选取代苯基、呋喃基或噻吩基；A是一个含有X1环，X1的含义是O、S、NH、N(CH3)或CH2；X2是O、S或NH；以及式（2）的化合物，其中R4是可选取代苯基，可选取代吡啶基，可选取代吲哚基，—NR7R8；或—NH—N═CH—R9；和取代基R5至R9在说明书中有所示，特别是乙硫异烟胺。该药物组合物在治疗多药耐药结核病方面具有用途。

  公开号：

  US20120101080A1
• 作为产物：
  描述：

  2-氧代-1-吡咯烷PROPIONITRILE 、 乙炔 在 decamethylrhenocene 作用下， 以 甲苯 为溶剂， 以75%的产率得到1-[2-(pyridin-2-yl)ethyl]-pyrrolidin-2-one
  参考文献：
  名称：

  Photocatalyzed [2 + 2 + 2]-Cycloaddition of Nitriles with Acetylene:  An Effective Method for the Synthesis of 2-Pyridines under Mild Conditions

  摘要：

  The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.

  DOI：

  10.1021/jo011032n

文献信息

• COMPOSITION FOR TREATMENT OF TUBERCULOSIS
  申请人：Schoenmakers Ronald

  公开号：US20120101080A1

  公开（公告）日：2012-04-26

  The invention relates to a pharmaceutical composition comprising a compound of formula (1) wherein R 1 is optionally substituted phenyl, optionally substituted pyridyl or optionally substituted indolyl; R 2 is (CH 2 ) n wherein n is 0, 1, 2, 3 or 4; R 3 is (CH 2 ) m R 3A wherein m is 0, 1, 2, 3 or 4, and R 3A is methyl, isopropyl, tert-butyl, OCH 3 , OH, optionally substituted phenoxy, C≡CH, C≡N, optionally substituted phenyl, furanyl or thienyl; A is a ring containing X 1 with the meaning O, S, NH, N(CH 3 ) or CH 2 ; and X 2 is O, S or NH; and a compound of formula (2) wherein R 4 is optionally substituted phenyl, optionally substituted pyridyl, optionally substituted indolyl, —NR 7 R 8 ; or —NH—N═CH—R 9 ; and substituents R 5 to R 9 have the meanings indicated in the description, in particular ethionamide. The pharmaceutical composition is useful, e.g., in the treatment of multidrug-resistant tuberculosis.

  本发明涉及一种药物组合物，其中包含式（1）的化合物，其中R1是可选取代苯基，可选取代吡啶基或可选取代吲哚基；R2是（CH2）n，其中n为0、1、2、3或4；R3是（CH2）mR3A，其中m为0、1、2、3或4，R3A是甲基、异丙基、叔丁基、OCH3、OH、可选取代苯氧基、C≡CH、C≡N、可选取代苯基、呋喃基或噻吩基；A是一个含有X1环，X1的含义是O、S、NH、N(CH3)或CH2；X2是O、S或NH；以及式（2）的化合物，其中R4是可选取代苯基，可选取代吡啶基，可选取代吲哚基，—NR7R8；或—NH—N═CH—R9；和取代基R5至R9在说明书中有所示，特别是乙硫异烟胺。该药物组合物在治疗多药耐药结核病方面具有用途。
• TAKAHATA H.; HASHIZUME T.; YAMAZAKI T., HETEROCYCLES, 1979, 12, NO 11, 1449-1451
  作者：TAKAHATA H.、 HASHIZUME T.、 YAMAZAKI T.

  DOI：——

  日期：——
• US8912329B2
  申请人：——

  公开号：US8912329B2

  公开（公告）日：2014-12-16
• [EN] COMPOSITION FOR TREATMENT OF TUBERCULOSIS<br/>[FR] COMPOSITION POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：BIOVERSYS GMBH

  公开号：WO2010149761A1

  公开（公告）日：2010-12-29

  The invention relates to a pharmaceutical composition comprising a compound of formula (1) wherein R1 is optionally substituted phenyl, optionally substituted pyridyl or optionally substituted indolyl; R2 is (CH2)n wherein n is 0,1,2,3 or 4; R3 is (CH2)m R3A wherein m is 0,1,2,3 or 4, and R3A is methyl, isopropyl, tert-butyl, OCH3, OH, optionally substituted phenoxy, C≡CH, C≡N, optionally substituted phenyl, furanyl or thienyl; A is a ring containing X1 with the meaning O, S, NH, N(CH3) or CH2; and X2 is O, S or NH; and a compound of formula (2) wherein R4 is optionally substituted phenyl, optionally substituted pyridyl, optionally substituted indolyl, -NR7R8; or -NH-N=CH-R9; and substituents R5 to R9 have the meanings indicated in the description, in particular ethionamide. The pharmaceutical composition is useful, e.g., in the treatment of multidrug-resistant tuberculosis.
• Photocatalyzed [2 + 2 + 2]-Cycloaddition of Nitriles with Acetylene:  An Effective Method for the Synthesis of 2-Pyridines under Mild Conditions
  作者：Barbara Heller、Bernd Sundermann、Helmut Buschmann、Hans-Joachim Drexler、Jingsong You、Ulrike Holzgrabe、Eberhard Heller、Günther Oehme

  DOI：10.1021/jo011032n

  日期：2002.6.1

  The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.