5-chloro-6-formyl-1,3-dimethyl-8-phenyl-pyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione | 177082-57-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 5-chloro-6-formyl-1,3-dimethyl-8-phenyl-pyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione
• 英文别名: 5-Chloro-1,3-dimethyl-2,4,7-trioxo-8-phenylpyrido[2,3-d]pyrimidine-6-carbaldehyde
• CAS: 177082-57-4
• 化学式: C₁₆H₁₂ClN₃O₄
• 分子量: 345.742
• InChiKey: KKWLJZVIKAJWGM-UHFFFAOYSA-N

物化性质

• 沸点：
  404.8±55.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-chloro-6-formyl-1,3-dimethyl-8-phenyl-pyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以85%的产率得到5-azido-1,3-dimethyl-2,4,7-trioxo-8-phenyl-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidine-6-carbaldehyde
  参考文献：
  名称：

  5- azidopyrido [2,3的环闭合反应d ] pyrimidinetriones到isoxazolo-和oxadiazolopyrido [2,3- d ] pyrimidinetriones †

  摘要：

  具有反应性邻位取代基（如甲酰基或硝基）的5-叠氮基吡啶并[2,3 - d ]嘧啶2和7的热分解生成异恶唑并[3'，4'：4,5]吡啶并[2,3- d ]嘧啶3或恶二唑-[3'，4'：4,5]吡啶[2,3- d ]嘧啶9.通过差示扫描量热法（DSC）研究了叠氮化物分解的反应条件。另外，研究了将N-氧化物9脱氧为恶二唑10和将叠氮化物7区域选择性还原为胺8。

  DOI：

  10.1002/jhet.5570450621
• 作为产物：
  描述：

  6-苯氨基-1,3-二甲基尿嘧啶 在 三氯氧磷 作用下， 以 二苯醚 为溶剂， 反应 2.0h， 生成 5-chloro-6-formyl-1,3-dimethyl-8-phenyl-pyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione
  参考文献：
  名称：

  Ring closure reaction of 5-hydroxy-pyrido[2,3-d]pyrimidine-2,4,7-triones to benzo[b]pyrimido[4,5-h]1,6-naphthyridine-1,3,6-triones

  摘要：

  N-Substituted aminouracils (1) react with malonates by cyclocondensation to 5-hydroxy-pyrido [2,3-d] pyrimidine-2,4,7-triones (2), which give with triethylorthoformate and aniline 6-(phenylaminomethylene)-pyrido[2,3-d]pyrimidine-tetraone (3). Halogenation of 2a-d (with R(2) = Me) with phosphorylchloride leads to 5,7-dichloro-pyrido [2,3-d]pyrimidine-2,4-diones (4) by cleavage of the methyl group at N-8, whereas Vilsmeier reaction of 2 affords 5-chloro-6-formyl derivatives (6), which cyclize with arylamines to give benzo[b]pyrimido[4,5-h] 1,6-naphthyridines (9). Compounds 9 were obtained independently by amination of the tosylates 5 to the 5-arylamino compounds 8, and Vilsmeier formylation to yield 9.

  DOI：

  10.1002/prac.19963380129

文献信息

• Synthesis of 5-mono- and 5,7-diamino-pyrido[2,3-<i>d</i>]-pyrimidinediones with potential biological activity by regioselective amination
  作者：Dang Van Tinh、Wolfgang Stadlbauer

  DOI：10.1002/jhet.5570450329

  日期：2008.5

  triphenyl-phosphane via Staudinger reaction. Hydrolysis with aqueous acetic acid produced in one step 7-unsubstituted-amino-pyrido[2,3-d]pyrimidine-2,4-diones 12. In a similar amination reaction, 5-chloropyrido[2,3-d]pyrimidine-2,4,7-triones 13 were aminated and formylated to 5-alkyl/arylamino-6-formyl derivatives 14-16 in a combined one-step-reaction with bulky arylamines or alkylamines in the presence of dimethylformamide

  由相应的5,7-二氯制备5-烷基-/芳基氨基-和5,7-二烷基/芳基氨基-吡啶并[2,3- d ]嘧啶-2,4-二酮（4,5,7-9）。在区域选择性反应中与脂肪族和芳香族胺3和6一起合成-pyrido [2,3- d ] pyrimidine-2,4-diones 2。通过5-氨基-7-氯衍生物4的叠氮化而获得的7-单叠氮化物10通过Staudinger反应与三苯基膦反应而转化为亚氨基正膦。用一步法制得的乙酸水溶液水解7-未取代的氨基-吡啶并[2,3 - d ]嘧啶-2,4-二酮12。以类似的胺化反应中，5-氯吡啶并[2,3- d ]嘧啶-2,4,7-三酮13进行胺化和甲酰化，5-烷基/芳基氨基-6-甲酰基衍生物14 - 16在组合的单步-在二甲基甲酰胺的存在下与庞大的芳胺或烷基胺的反应。
• 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。
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577A1

  公开（公告）日：2013-02-20
• 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.
• [EN] BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES<br/>[FR] COMPLEXES BIFONCTIONNELS ET PROCÉDÉS DE FABRICATION ET D'UTILISATION DE TELS COMPLEXES
  申请人：NUEVOLUTION AS

  公开号：WO2011127933A1

  公开（公告）日：2011-10-20

  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.