3,4-Dihydro-6-(2-oxo-2-(4-chlorophenyl)-ethyl)-oxy-8-methoxy-1H-thiopyrano<3,4-c>pyridine-5-carbonitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-Dihydro-6-(2-oxo-2-(4-chlorophenyl)-ethyl)-oxy-8-methoxy-1H-thiopyrano<3,4-c>pyridine-5-carbonitrile
• 英文别名: 6-[2-(4-chlorophenyl)-2-oxoethoxy]-8-methoxy-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine-5-carbonitrile
• 化学式: C₁₈H₁₅ClN₂O₃S
• 分子量: 374.848
• InChiKey: PJOSLCGRPUNWFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  97.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4-Dihydro-6-(2-oxo-2-(4-chlorophenyl)-ethyl)-oxy-8-methoxy-1H-thiopyrano<3,4-c>pyridine-5-carbonitrile 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以86.4%的产率得到1-(1-Amino-8,9-dihydro-5-methoxy-6H-furo<2,3-b>thiopyrano<4,3-d>pyridin-2-yl)-(4-chlorophenyl)-methanone
  参考文献：
  名称：

  Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof

  摘要：

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.

  DOI：

  10.1007/bf00811014
• 作为产物：
  描述：

  四氢-4-氧代-2H-噻喃-3-甲酸甲酯 在 ammonium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 丙酮 、 苯 为溶剂， 反应 37.0h， 生成 3,4-Dihydro-6-(2-oxo-2-(4-chlorophenyl)-ethyl)-oxy-8-methoxy-1H-thiopyrano<3,4-c>pyridine-5-carbonitrile
  参考文献：
  名称：

  Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof

  摘要：

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.

  DOI：

  10.1007/bf00811014

文献信息

• Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof
  作者：F. Sauter、J. Fr�hlich、E. K. Ahmed

  DOI：10.1007/bf00811014

  日期：——

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.

表征谱图