4-(2-(2-Methoxynicotinamido)ethyl)pyridin | 58804-11-8

• 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: 4-(2-(2-Methoxynicotinamido)ethyl)pyridin
• 英文别名: 2-methoxy-N-(2-pyridin-4-yl-ethyl)-nicotinamide；4-[2-(2-Methoxynicotinamido)-ethyl]pyridine；2-methoxy-N-(2-pyridin-4-ylethyl)pyridine-3-carboxamide
• CAS: 58804-11-8
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: XTNWKPOKQRVXKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-(2-Methoxynicotinamido)ethyl)pyridin 以100%的产率得到
  参考文献：
  名称：

  KUHLA D. E.; SARGES R.; BARTH W. E., J. HETEROCYCL. CHEM., 1978, 15, NO 4, 565-567

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2-氨基乙基)吡啶 、 2-甲氧基烟酰氯 以75%的产率得到
  参考文献：
  名称：

  KUHLA D. E.; SARGES R.; BARTH W. E., J. HETEROCYCL. CHEM., 1978, 15, NO 4, 565-567

  摘要：

  DOI：

文献信息

• Process for the synthesis of 4-(2-pyridylamido ethyl) piperidines
  申请人：Pfizer Inc.

  公开号：US03933830A1

  公开（公告）日：1976-01-20

  Disclosed herein is an improved process for the preparation of known hypoglycemic piperidinesulfamylureas of the structure ##EQU1## wherein R is selected from the group consisting of 3-(2-methoxy)pyridyl, 3-(2-ethoxy)pyridyl and 2-(4-chloro)pyridyl and R' is selected from the group consisting of bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl, bicyclo[2.2.1]hept-2-yl-endo-methyl, 7-oxabicyclo[2.2.1]hept-2-yl-methyl, 1-adamantyl and cycloalkyl having from five to eight carbon atoms. Said process comprises contacting 4-(2-pyridyl-amidoethyl) piperidine of the structure ##EQU2## with substantially one equivalent of sulfamide thereby exclusively sulfonating the piperidine nitrogen atom. Said 4-(2-pyridylamidoethyl)piperidines from the corresponding 4-(2-pyridylamidoethyl) pyridines by selectively activating the more basic nitrogen atom of said pyridine compound either by N-alkylation or by contact with acid and then exclusively reducing the activated pyridine ring with either hydrogen alone or in combination with a metal hydride. Said 4-(2-pyridylamidoethyl)pyridines are produced by contacting 4-(2-aminoethyl)pyridine with a pyridyl acid chloride of the formula R(C=O)Cl. The piperidine sulfonamides produced by the process of the instant invention are converted to the desired hypoglycemic agent by methods well-known to those skilled in the art. The 4-(2-pyridylamidoethyl)pyridines and piperidines of the instant invention are themselves novel compounds useful as intermediates in the synthesis of piperidine sulfamylurea hypoglycemic agents.

  本申请公开了一种改进的制备已知降血糖哌啶磺酰脲的过程，其结构为##EQU1##其中R选自由3-(2-甲氧基)吡啶基、3-(2-乙氧基)吡啶基和2-(4-氯基)吡啶基组成的群体，R'选自由双环[2.2.1]庚-5-烯-2-基内向甲基、双环[2.2.1]庚-2-基内向甲基、7-氧杂双环[2.2.1]庚-2-基甲基、1-金刚烷基和碳数为5至8的环烷基。所述过程包括将结构为##EQU2##的4-(2-吡啶基氨基乙基)哌啶与相当于一个等量的磺酰胺接触，从而仅磺酰化哌啶氮原子。通过选择性地激活所述吡啶化合物的较碱性氮原子，即通过N-烷基化或与酸接触，然后仅将活化的吡啶环还原为氢或与金属氢化物的组合。所述4-(2-吡啶基氨基乙基)吡啶由式R(C=O)Cl的吡啶酸氯与4-(2-氨基乙基)吡啶接触制备而成。本发明的哌啶磺酰胺通过熟练的技术人员熟知的方法转化为所需的降血糖制剂。本发明的4-(2-吡啶基氨基乙基)吡啶和哌啶本身是新颖的化合物，可用作哌啶磺酰脲降血糖剂合成的中间体。
• 4-(2-Pyridylamidoethyl)piperidines
  申请人：Pfizer Inc.

  公开号：US03992388A1

  公开（公告）日：1976-11-16

  Disclosed herein is an improved process for the preparation of known hypoglycemic piperidinesulfamylureas of the structue ##SPC1## Wherein R is selected from the group consisting of 3-(2-methoxy)pyridyl, 3-(2-ethoxy)pyridyl and 2-(4-chloro)pyridyl and R' is selected from the group consisting of bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl, bicyclo[2.2.1]hept-2-yl-endo-methyl, 7-oxabicyclo[2.2.1]hept-2-yl-methyl, 1-adamantyl and cycloalkyl having from five to eight carbon atoms. Said process comprises contacting 4-(2-pyridyl-amidoethyl) piperidine of the structue ##SPC2## With substantially one equivalent of sulfamide thereby exclusively sulfonating the piperidine nitrogen atom. Said 4-(2-pyridylamidoethyl)piperidines from the corresponding 4-(2-pyridylamidoethyl) pyridines by selectively activating the more basic nitrogen atom of said pyridine compound either by N-alkylation or by contact with acid and then exclusively reducing the activated pyridine ring with either hydrogen alone or in combination with a metal hydride. Said 4-(2-pyridylamidoethyl)pyridines are produced by contacting 4-(2-aminoethyl)pyridine with a pyridyl acid chloride of the formula R(C=O)Cl. The piperidine sulfonamides produced by the process of the instant invention are converted to the desired hypoglycemic agent by methods well-known to those skilled in the art. The 4-(2-pyridylamidoethyl)pyridines and piperidines of the instant invention are themselves novel compounds useful as intermediates in the synthesis of piperidine sulfamylurea hypoglycemic agents.

  本文披露了一种改进的制备已知降血糖的哌啶磺酰脲的方法，其结构为##SPC1##其中R选自由3-(2-甲氧基)吡啶基、3-(2-乙氧基)吡啶基和2-(4-氯基)吡啶基组成，R'选自自环[2.2.1]庚-5-烯-2-基内甲基、自环[2.2.1]庚-2-基内甲基、7-氧自环[2.2.1]庚-2-基甲基、1-金刚烷基和有五到八个碳原子的环烷基。该方法包括将结构为##SPC2##的4-(2-吡啶基氨基乙基)哌啶与相当于一个等当量的磺酰胺接触，从而选择性磺酰化哌啶氮原子。通过选择性地激活所述吡啶化合物的较碱性的氮原子，通过N-烷基化或与酸接触，然后仅用氢或与金属氢化物组合将活化的吡啶环还原，从而将4-(2-吡啶基氨基乙基)哌啶转化为相应的4-(2-吡啶基氨基乙基)吡啶。该方法生产的哌啶磺酰胺可通过熟练掌握的方法转化为所需的降血糖剂。本发明的4-(2-吡啶基氨基乙基)吡啶和哌啶本身是新化合物，可用作合成哌啶磺酰脲降血糖剂的中间体。
• US3933830A
  申请人：——

  公开号：US3933830A

  公开（公告）日：1976-01-20
• US3992388A
  申请人：——

  公开号：US3992388A

  公开（公告）日：1976-11-16
• KUHLA D. E.; SARGES R.; BARTH W. E., J. HETEROCYCL. CHEM., 1978, 15, NO 4, 565-567
  作者：KUHLA D. E.、 SARGES R.、 BARTH W. E.

  DOI：——

  日期：——