4-isopropoxy-2,6-dicarbethoxyamidopyridine | 223709-03-3

• 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-isopropoxy-2,6-dicarbethoxyamidopyridine
• 英文别名: ethyl N-[6-(ethoxycarbonylamino)-4-propan-2-yloxypyridin-2-yl]carbamate
• CAS: 223709-03-3
• 化学式: C₁₄H₂₁N₃O₅
• 分子量: 311.338
• InChiKey: CPMWXXPAGUZNIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  98.78
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-isopropoxy-2,6-dicarbethoxyamidopyridine 在 sodium hydroxide 、 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 水 为溶剂， 反应 32.0h， 生成 3,5-bis<(6-amino-4-isopropoxypyrid-2-yl)amino>carbonylpyridine
  参考文献：
  名称：

  Hydrogen bonding association of a ruthenium(II) bipyridine barbituric acid guest to complementary 2,6-diaminopyridine amide hosts: guidelines for designing high binding hydrogen bonding cavities in both high-and low-polarity solvents

  摘要：

  The binding between a ruthenium polypyridine guest RuG2, (where Ru = 4,4'-di-tert-butyl-bpy)(2)Ru (bpy = 2,2'-bipyridine) and G2 = 5-[4-(4'-methyl)-2,2'-bipyridyl]methyl-2,4,6-(1H,3H,5H)-pyrimidinetrione, and a series of host acyl derivatives of 3,5-bis[(6-aminopyrid-2-yl) amino]carbonylpyridine (R/H = n-Pr/H, phenyl/H, CF3/H, t-Bu/H, -(CH2)(3)-CO2-H) and 3,5-bis[(6-amino-4-isopropoxypyrid-2-yl)amino]carbonylpyridine diacetyl derivative (R/X = CH3/i-OPr) was studied by fluorescence and NMR titrations. The RuG2 (which exists in the enolate form in the presence of the hosts) forms a number of H-bonds involving the amide groups of the hosts and the carbonyl groups of the G2 for all the hosts studied. Specific 1:1 association between RuG2 and all the complementary hosts was observed with binding constants, K-a (1 mol(-1)), for R/H in CH2Cl2 of 3 x 10(5) (t-Bu/H), 5 x 10(6) (Ph/H), 3 x 10(7) (n-Pr/H), 9 x 10(7) (CF3/H) and >10(8) [-(CH2)(3)CO2H) and for R/X of 4 x 10(8) (Me/i-OPr). Similar, but weaker, binding was also observed in solvents of higher donor number such as d(6)-acetone, d(3)-acetonitrile and d(6)-DMSO with R/X = Me/i-OPr host showing the highest binding constant in CH2Cl2, d(6)-acetone and d(6)-DMSO. Differences in the binding constants of the ruthenium guest RuG2 to these hosts are analyzed in terms of the steric, electronic and solvational changes in the structure of the host amide substituents and the polarity of the solvents used. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199903)12:3<247::aid-poc122>3.0.co;2-u
• 作为产物：
  描述：

  diethyl-4-isopropoxypyridine-2,6-dicarboxylate ester 在 肼 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 7.33h， 生成 4-isopropoxy-2,6-dicarbethoxyamidopyridine
  参考文献：
  名称：

  Hydrogen bonding association of a ruthenium(II) bipyridine barbituric acid guest to complementary 2,6-diaminopyridine amide hosts: guidelines for designing high binding hydrogen bonding cavities in both high-and low-polarity solvents

  摘要：

  The binding between a ruthenium polypyridine guest RuG2, (where Ru = 4,4'-di-tert-butyl-bpy)(2)Ru (bpy = 2,2'-bipyridine) and G2 = 5-[4-(4'-methyl)-2,2'-bipyridyl]methyl-2,4,6-(1H,3H,5H)-pyrimidinetrione, and a series of host acyl derivatives of 3,5-bis[(6-aminopyrid-2-yl) amino]carbonylpyridine (R/H = n-Pr/H, phenyl/H, CF3/H, t-Bu/H, -(CH2)(3)-CO2-H) and 3,5-bis[(6-amino-4-isopropoxypyrid-2-yl)amino]carbonylpyridine diacetyl derivative (R/X = CH3/i-OPr) was studied by fluorescence and NMR titrations. The RuG2 (which exists in the enolate form in the presence of the hosts) forms a number of H-bonds involving the amide groups of the hosts and the carbonyl groups of the G2 for all the hosts studied. Specific 1:1 association between RuG2 and all the complementary hosts was observed with binding constants, K-a (1 mol(-1)), for R/H in CH2Cl2 of 3 x 10(5) (t-Bu/H), 5 x 10(6) (Ph/H), 3 x 10(7) (n-Pr/H), 9 x 10(7) (CF3/H) and >10(8) [-(CH2)(3)CO2H) and for R/X of 4 x 10(8) (Me/i-OPr). Similar, but weaker, binding was also observed in solvents of higher donor number such as d(6)-acetone, d(3)-acetonitrile and d(6)-DMSO with R/X = Me/i-OPr host showing the highest binding constant in CH2Cl2, d(6)-acetone and d(6)-DMSO. Differences in the binding constants of the ruthenium guest RuG2 to these hosts are analyzed in terms of the steric, electronic and solvational changes in the structure of the host amide substituents and the polarity of the solvents used. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199903)12:3<247::aid-poc122>3.0.co;2-u