4-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo[1,2-a]purin-7-yl)-1(4H)-pyridinecarboxylic acid methyl ester | 205386-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 4-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo[1,2-a]purin-7-yl)-1(4H)-pyridinecarboxylic acid methyl ester
• 英文别名: methyl 4-(1-benzyl-4,6-dimethyl-9-oxoimidazo[1,2-a]purin-7-yl)-4H-pyridine-1-carboxylate
• CAS: 205386-61-4
• 化学式: C₂₃H₂₂N₆O₃
• 分子量: 430.466
• InChiKey: HPJDGESPRVSYPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo[1,2-a]purin-7-yl)-1(4H)-pyridinecarboxylic acid methyl ester 在 吡啶盐酸盐 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 1-benzyl-4,6-dimethyl-1,4-dihydro-imidazo[1,2-a]purin-9-one
  参考文献：
  名称：

  New Reactions of Phosgene with Tertiary Amines

  摘要：

  1-Benzylwye (3) underwent substitution at the 7-position in the presence of COCl2 and pyridine in THF to afford various products depending upon the post-treatment through 1,4-dihydropyridine (7) and carboxylic acid derivative (8). When Et3N was used instead of pyridine, it reacted with COCl2 to provide two enamines (18 and 19), together with diethylcarbamyl chloride (20), after treatment of the reaction mixture with MeOH.

  DOI：

  10.3987/com-97-s37
• 作为产物：
  描述：

  1-[2-(chloroformyl)-2-azacyclohexa-3,5-dienyl]pyridinium chloride 以 四氢呋喃 为溶剂， 生成 4-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo[1,2-a]purin-7-yl)-1(4H)-pyridinecarboxylic acid methyl ester
  参考文献：
  名称：

  New Reactions of Phosgene with Tertiary Amines

  摘要：

  1-Benzylwye (3) underwent substitution at the 7-position in the presence of COCl2 and pyridine in THF to afford various products depending upon the post-treatment through 1,4-dihydropyridine (7) and carboxylic acid derivative (8). When Et3N was used instead of pyridine, it reacted with COCl2 to provide two enamines (18 and 19), together with diethylcarbamyl chloride (20), after treatment of the reaction mixture with MeOH.

  DOI：

  10.3987/com-97-s37

文献信息

• Reaction of Phosgene with the Tricycle Related to the Minor Base of Phenylalanine Transfer Ribonucleic Acids.
  作者：Taisuke Itaya、Tae Kanai

  DOI：10.1248/cpb.50.1584

  日期：——

  electrophilic substitution at the 7-position in the presence of phosgene and pyridine in tetrahydrofuran (THF) to afford the 1,4-dihydropyridines (11, 10, and 14) together with the carboxylic acid 6 and its methyl ester 2 after short treatment of the reaction mixture with methanol and then with water. When triethylamine was used instead of pyridine, phosgene reacted with triethylamine rather than 8, producing

  1-苄基wye（8）在光气和吡啶存在下于四氢呋喃（THF）中在7位进行亲电取代，从而提供1,4-二氢吡啶（11、10和14）以及羧酸6及其衍生物在用甲醇然后用水先将反应混合物短时间处理后，得到甲酯2。当使用三乙胺代替吡啶时，光气与三乙胺而不是8反应，生成（E）-3-（二乙基氨基）丙烯酰氯（17）和二乙基氨基甲酰氯（18）。
• New Reactions of Phosgene with Tertiary Amines
  作者：Taisuke Itaya、Tae Kanai

  DOI：10.3987/com-97-s37

  日期：——

  1-Benzylwye (3) underwent substitution at the 7-position in the presence of COCl2 and pyridine in THF to afford various products depending upon the post-treatment through 1,4-dihydropyridine (7) and carboxylic acid derivative (8). When Et3N was used instead of pyridine, it reacted with COCl2 to provide two enamines (18 and 19), together with diethylcarbamyl chloride (20), after treatment of the reaction mixture with MeOH.