Tert-butyl 4-[[3-(2-methylphenyl)-4-oxoquinazolin-2-yl]methyl]piperazine-1-carboxylate | 1190370-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Tert-butyl 4-[[3-(2-methylphenyl)-4-oxoquinazolin-2-yl]methyl]piperazine-1-carboxylate
• CAS: 1190370-12-7
• 化学式: C₂₅H₃₀N₄O₃
• 分子量: 434.538
• InChiKey: MUHFUFLNGUCZIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  65.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[[3-(2-methylphenyl)-4-oxoquinazolin-2-yl]methyl]piperazine-1-carboxylate 在 盐酸 、 sodium carbonate 作用下， 以 异丙醇 、 水 为溶剂， 反应 2.0h， 以88%的产率得到3-(2-Methylphenyl)-2-(piperazin-1-ylmethyl)quinazolin-4-one
  参考文献：
  名称：

  Acharyulu, Palle V.R.; Dubey; Reddy, P.V.V. Prasada, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 7, p. 923 - 928

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯甲基-(6ci,9ci)-4H-3,1-苯并噁嗪-4-酮 在 吡啶 、 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 生成 Tert-butyl 4-[[3-(2-methylphenyl)-4-oxoquinazolin-2-yl]methyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis of Novel New 2-(2-(4-((3,4-Dihydro-4-oxo-3-aryl quinazolin-2-yl)methyl)piperazin-1-yl)acetoyloxy)-2-phenyl Acetic Acid Esters

  摘要：

  Stereoselective diazotization of (S)-2-amino-2-phenyl acetic acid (L-phenyl glycine) (4) with NaNO2 in 6% H2SO4 in a mixture of acetone and water gave optically pure (S)-2-hydroxy-2-phenyl acetic acid (L-mandelic acid) (5). Esterification, gave (S)-2-hydroxy-2-phenyl acetic acid esters (6). The latter was treated with chloroacetyl chloride in the presence of triethylamine (TEA) in dichloromethane (DCM) to yield (S)-2-chloroacetyloxy phenyl acetic acid ester (2). In another sequence, the reaction of 2-(chloromethyl)-3-arylquinazolin-4(3H)-one (9) treated with N-Boc piperazine, followed by deprotection of the Boc group, to obtain 3-aryl-2-((piperazin-1-yl)methyl) quinazolin-4(3H)-one (3). Reaction of 2 with 3 in the presence of K2CO3 and KI gave the title compound, 2-(2-(4-((3,4-dihydro-4-oxo-3-arylquinazolin-2-yl)methyl)piperazin-1-yl) acetoyloxy)-2-phenyl acetic acid esters (1). The structures of all the new compounds obtained in the present work are supported by spectral and analytical data.

  DOI：

  10.1080/00397910902735381

文献信息

• Synthesis of Novel New 2-(2-(4-((3,4-Dihydro-4-oxo-3-aryl quinazolin-2-yl)methyl)piperazin-1-yl)acetoyloxy)-2-phenyl Acetic Acid Esters
  作者：Palle V. R. Acharyulu、P. K. Dubey、P. V. V. Prasada Reddy、Thatipally Suresh

  DOI：10.1080/00397910902735381

  日期：2009.8.20

  Stereoselective diazotization of (S)-2-amino-2-phenyl acetic acid (L-phenyl glycine) (4) with NaNO2 in 6% H2SO4 in a mixture of acetone and water gave optically pure (S)-2-hydroxy-2-phenyl acetic acid (L-mandelic acid) (5). Esterification, gave (S)-2-hydroxy-2-phenyl acetic acid esters (6). The latter was treated with chloroacetyl chloride in the presence of triethylamine (TEA) in dichloromethane (DCM) to yield (S)-2-chloroacetyloxy phenyl acetic acid ester (2). In another sequence, the reaction of 2-(chloromethyl)-3-arylquinazolin-4(3H)-one (9) treated with N-Boc piperazine, followed by deprotection of the Boc group, to obtain 3-aryl-2-((piperazin-1-yl)methyl) quinazolin-4(3H)-one (3). Reaction of 2 with 3 in the presence of K2CO3 and KI gave the title compound, 2-(2-(4-((3,4-dihydro-4-oxo-3-arylquinazolin-2-yl)methyl)piperazin-1-yl) acetoyloxy)-2-phenyl acetic acid esters (1). The structures of all the new compounds obtained in the present work are supported by spectral and analytical data.
• Acharyulu, Palle V.R.; Dubey; Reddy, P.V.V. Prasada, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 7, p. 923 - 928
  作者：Acharyulu, Palle V.R.、Dubey、Reddy, P.V.V. Prasada、Suresh, Thatipally

  DOI：——

  日期：——