tert-butyl N-[(2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-yl]carbamate | 200509-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl N-[(2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-yl]carbamate
• 英文别名: tert-butyl N-[(2S)-1-(6-chloro-5-fluoroindol-1-yl)propan-2-yl]carbamate
• CAS: 200509-49-5
• 化学式: C₁₆H₂₀ClFN₂O₂
• 分子量: 326.798
• InChiKey: SKYZLTUUFRPMFZ-JTQLQIEISA-N

物化性质

• 沸点：
  457.7±35.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  43.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-yl]carbamate 在 盐酸 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-2-(6-Chloro-5-fluoro-2,3-dihydro-indol-1-yl)-1-methyl-ethylamine
  参考文献：
  名称：

  Indoline derivatives as 5-HT 2C receptor agonists

  摘要：

  A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT2C receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds at 5-HT2 receptor subtypes are reported. A number of compounds were found to reduce food intake in rats after oral administration. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.05.001
• 作为产物：
  描述：

  2-氟-4-甲基苯胺 在 镍 盐酸 、 氢氧化钾 、 硫酸 、 硝酸 、 一水合肼 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 tert-butyl N-[(2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-yl]carbamate
  参考文献：
  名称：

  Indoline derivatives as 5-HT 2C receptor agonists

  摘要：

  A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT2C receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds at 5-HT2 receptor subtypes are reported. A number of compounds were found to reduce food intake in rats after oral administration. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.05.001

文献信息

• An Improved Process for the <i>N</i>-Alkylation of Indoles Using Chiral <i>N</i>-Protected 2-Methylaziridines
  作者：Paul R. Giles、Mark Rogers-Evans、Milan Soukup、John Knight

  DOI：10.1021/op020078v

  日期：2003.1.1

  An improved process for the N-alkylation of indoles using N-protected homochiral aziridines has been developed. This procedure allows reduced quantities of homochiral starting material to be used and leads to improved overall yields and operability.
• [EN] A PROCESS FOR THE MANUFACTURE OF 1-(AMINO-ALKYL)-INDOLES<br/>[FR] PROCEDE DE FABRICATION DE 1-(AMINO-ALKYL)-INDOLES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：WO1997047598A1

  公开（公告）日：1997-12-18

  (EN) The invention relates to a process for the manufacture of compounds of formula (I) wherein R1-R4 signifies hydrogen, halogen, lower alkyl, cycloalkyl or trifluoromethyl, R5 and R6 signify hydrogen, lower alkyl, cycloalkyl, trifluoromethyl, hydroxy or lower alkoxy and R7 signifies hydrogen or lower alkyl, by alkylating of a corresponding indole.(FR) Procédé de fabrication des composés de la formule (I), dans laquelle R1-R4 représente hydrogène, halogène, alkyle inférieur, cycloalkyle ou triflurorométhyle, R5 et R6 représentant hydrogène, alkyle inférieur, cycloalkyle, triflurométhyle, hydroxy ou alcoxy inférieur et R7 représente hydrogène ou alkyle inférieur. Ce procédé consiste à alkyler un indole correspondant.
• Indoline derivatives as 5-HT 2C receptor agonists
  作者：J.M Bentley、D.R Adams、D Bebbington、K.R Benwell、M.J Bickerdike、J.E.P Davidson、C.E Dawson、C.T Dourish、M.A.J Duncton、S Gaur、A.R George、P.R Giles、R.J Hamlyn、G.A Kennett、A.R Knight、C.S Malcolm、H.L Mansell、A Misra、N.J.T Monck、R.M Pratt、K Quirk、J.R.A Roffey、S.P Vickers、I.A Cliffe

  DOI：10.1016/j.bmcl.2003.05.001

  日期：2004.5

  A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT2C receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds at 5-HT2 receptor subtypes are reported. A number of compounds were found to reduce food intake in rats after oral administration. (C) 2004 Published by Elsevier Ltd.