6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine | 1392232-19-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine
• 英文别名: 6-methoxy-N-(5-methyl-1H-pyrazol-3-yl)-2-methylsulfanylpyrimidin-4-amine
• CAS: 1392232-19-7
• 化学式: C₁₀H₁₃N₅OS
• 分子量: 251.312
• InChiKey: VOAMQXZMYCXHTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine 在 sodium tungstate (VI) dihydrate 、 双氧水 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.58h， 生成 tert-butyl 5-{[6-methoxy-2-(methylsulfonyl)pyrimidin-4-yl]amino}-3-methyl-1H-pyrazole-1-carboxylate
  参考文献：
  名称：

  Development of an Efficient, Scalable Route for the Preparation of a Novel Insulin-Like Growth Factor-1 Receptor Modulator

  摘要：

  A chromatography-free and efficient synthesis of insulin-like growth factor-1 receptor (IGF-1R) modulator is reported. Herein we describe an improved synthesis for the target compound, which features facile introduction of a novel pyrrolidinyl-pyrimidyl isoxazole 8, via in situ sulfone displacement by fluorine. The overall process consists of six chemical steps and five isolations, with introduction of the expensive triheterocyclic unit 8 towards the end of the synthesis.

  DOI：

  10.1021/op300120r
• 作为产物：
  描述：

  4,6-二氯-二甲硫基嘧啶 在 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 22.0h， 生成 6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine
  参考文献：
  名称：

  Development of an Efficient, Scalable Route for the Preparation of a Novel Insulin-Like Growth Factor-1 Receptor Modulator

  摘要：

  A chromatography-free and efficient synthesis of insulin-like growth factor-1 receptor (IGF-1R) modulator is reported. Herein we describe an improved synthesis for the target compound, which features facile introduction of a novel pyrrolidinyl-pyrimidyl isoxazole 8, via in situ sulfone displacement by fluorine. The overall process consists of six chemical steps and five isolations, with introduction of the expensive triheterocyclic unit 8 towards the end of the synthesis.

  DOI：

  10.1021/op300120r