(S)-N-(1-phenylethyl)pyrazine-2-carboxamide | 73058-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (S)-N-(1-phenylethyl)pyrazine-2-carboxamide
• 英文别名: (S)-N-Pyrazinoyl-1-phenylethylamin；pyrazine-2-carboxylic acid 1-phenyl-ethylamide；N-[(1S)-1-phenylethyl]pyrazine-2-carboxamide
• CAS: 73058-36-3
• 化学式: C₁₃H₁₃N₃O
• 分子量: 227.266
• InChiKey: NULWZMASDGULLI-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-吡嗪二酸酐 、 (S)-(-)- α-甲基苄胺 以 甲苯 为溶剂， 反应 12.0h， 以73%的产率得到(S)-N-(1-phenylethyl)pyrazine-2-carboxamide
  参考文献：
  名称：

  吡嗪羧酰胺的制备：涉及N-杂环卡宾（NHC）中间体的反应

  摘要：

  在2，3-吡嗪二羧酸酐与胺和苯胺的反应中，形成吡嗪羧酰胺的产率高至优异。提出了涉及酸酐的开环和杂环的脱羧的机理。基于其他类似的杂环脱羧，这表明涉及N-杂环卡宾中间体导致产物。

  DOI：

  10.1021/ol402200x

文献信息

• Carboxyesterase polypeptides for amide coupling
  申请人：Codexis, Inc.

  公开号：US11015180B2

  公开（公告）日：2021-05-25

  The present invention provides engineered carboxyesterase enzymes having improved properties as compared to a naturally occurring wild-type carboxyesterase enzymes, as well as polynucleotides encoding the engineered carboxyesterase enzymes, host cells capable of expressing the engineered carboxyesterase enzymes, and methods of using the engineered carboxyesterase enzymes in amidation reactions.

  本发明提供了经过改良的羧酯酶酶，其性能优于天然存在的野生型羧酯酶酶，以及编码这些经过改良的羧酯酶酶的多核苷酸序列，能够表达这些经过改良的羧酯酶酶的宿主细胞，以及在酰胺化反应中使用这些经过改良的羧酯酶酶的方法。
• CARBOXYESTERASE POLYPEPTIDES FOR AMIDE COUPLING
  申请人：Codexis, Inc.

  公开号：US20210238565A1

  公开（公告）日：2021-08-05

  The present invention provides engineered carboxyesterase enzymes having improved properties as compared to a naturally occurring wild-type carboxyesterase enzymes, as well as polynucleotides encoding the engineered carboxyesterase enzymes, host cells capable of expressing the engineered carboxyesterase enzymes, and methods of using the engineered carboxyesterase enzymes in amidation reactions.
• Preparation of Pyrazine Carboxamides: A Reaction Involving <i>N</i>-Heterocyclic Carbene (NHC) Intermediates
  作者：Rajasekhar Reddy Naredla、Barada P. Dash、Douglas A. Klumpp

  DOI：10.1021/ol402200x

  日期：2013.9.20

  In the reactions of 2,3-pyrazinedicarboxylic anhydride with amines and anilines, pyrazine carboxamides are formed in good to excellent yields. A mechanism is proposed involving ring opening of the anhydride and decarboxylation of the heterocyclic ring. Based on other similar heterocyclic decarboxylations, this suggests the involvement of an N-heterocyclic carbene intermediate leading to the product

  在2，3-吡嗪二羧酸酐与胺和苯胺的反应中，形成吡嗪羧酰胺的产率高至优异。提出了涉及酸酐的开环和杂环的脱羧的机理。基于其他类似的杂环脱羧，这表明涉及N-杂环卡宾中间体导致产物。