N-Methyl-2-fluoro-4-methylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Methyl-2-fluoro-4-methylbenzenesulfonamide
• 英文别名: 2-Fluoro-N,4-dimethylbenzene-1-sulfonamide；2-fluoro-N,4-dimethylbenzenesulfonamide
• 化学式: C₈H₁₀FNO₂S
• 分子量: 203.237
• InChiKey: XVRSZCSHPSGLJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基对甲苯磺酰胺 在 正丁基锂 、 N-fluoro-N-(tert-butyl)-tert-butanesulfonamide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以95%的产率得到N-Methyl-2-fluoro-4-methylbenzenesulfonamide
  参考文献：
  名称：

  使用空间位阻 N-氟磺酰胺试剂对活性亚甲基化合物进行自持氟化以及高碱性芳基和烯基锂物种的高产率氟化

  摘要：

  通过开发空间位阻氟化剂N-氟-N- (叔丁基)-叔丁磺酰胺(NFBB)，我们发现了一种概念性新颖的碱催化、活性亚甲基化合物自持氟化反应，并实现了前所未有的高产率。产生高碱性（杂）芳基和烯基锂物种的氟化。

  DOI：

  10.1002/anie.202211688

文献信息

• Directed ortho metalation - mediated F+ introduction. Regiospecific synthesis of fluorinated aromatics
  作者：Victor Snieckus、Francis Beaulieu、Kunihiko Mohri、Wei Han、Christopher K. Murphy、Franklin A. Davis

  DOI：10.1016/s0040-4039(00)73211-4

  日期：1994.5

  Regiospecific fluorination using N-fluorobenzenesulfonimide (NFSi) and N-fluoro-O-benzenedisulfonimide (NFOBS) reagents via directed ortho metalation (Scheme 1) is reported and exceptions of PhSO2 transfer from NFSi are described.

  使用区域专一氟化Ñ -fluorobenzenesulfonimide（NFSI）和ñ -氟ö -benzenedisulfonimide（NFOBS）试剂经由定向邻位金属化（方案1）的报告和PhSO的例外2从NFSI转移进行说明。
• NOVEL COMPOUNDS AS MODULATORS OF GPR-119
  申请人：Rhizen Pharmaceuticals SA

  公开号：US20150361092A1

  公开（公告）日：2015-12-17

  The present invention relates to novel compounds of formula (A) and (B) as modulators of GPR-119, methods of preparing them, pharmaceutical compositions containing them and methods of treatment, prevention and/or amelioration of GPR-119 mediated diseases or disorders with them.

  本发明涉及公式（A）和（B）的新化合物，作为GPR-119调节剂，其制备方法，包含它们的药物组合物以及使用它们治疗、预防和/或改善GPR-119介导的疾病或障碍的方法。
• [EN] AMINOHETEROARYL KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES DE TYPE AMINOHÉTÉROARYLE
  申请人：ANRUI BIOMEDICAL TECH GUANGZHOU CO LTD

  公开号：WO2022111621A1

  公开（公告）日：2022-06-02

  Provided herein are novel compounds (e.g., Formula I or II), pharmaceutical compositions, and methods of using related to cyclin dependent kinases (CDKs). The compounds herein are typically CDK2 inhibitors, which can be used for treating a variety of diseases or disorders, such as cancer.

  本文提供了新型化合物（例如，公式I或II），制药组合物和使用方法，涉及到细胞周期蛋白依赖性激酶（CDKs）。这些化合物通常是CDK2抑制剂，可用于治疗各种疾病或障碍，例如癌症。
• Selective, Electrophilic Fluorinations Using N-Fluoro-o-benzenedisulfonimide
  作者：Franklin A. Davis、Wei Han、Christopher K. Murphy

  DOI：10.1021/jo00120a014

  日期：1995.7

  The synthesis of N-fluoro-o-benzenedisulfonimide (NFOBS, 2) and its use as an ''electrophilic'' fluorinating reagent with nucleophilic substrates is described and compared with that of N-fluorobenzenesulfonimide (NFSi, 3). NFOBS (2) is prepared in three steps in 81% overall yield from commercially available o-benzenedisulfonic acid (4) and involves treatment of o-benzenedisulfonimide (6) with dilute fluorine (10% F-2/N-2). Reaction of 2 with metal enolates, silyl enol ethers, and 1,3-dicarbonyl compounds affords the corresponding alpha-fluoro compounds in yields up to 95%, with good control of mono- and difluorination. Fluorination of ortho-metalated aromatic compounds was achieved in modest to good yields (10-80%). While the reactivities of 2 and 3 are similar, better yields were observed with the former reagent in the fluorination of metal enolates, Grignard and lithium reagents, while 3 gave better results with the ortho-lithiated aromatic substrates. The available evidence suggests an S(N)2-type mechanism for the fluorination of nucleophilic substrates by these reagents.
• Snieckus Victor, Beaulieu Francis, Mohri Kunihiko, Han Wei, Murphy Christ+, Tetrahedron Lett, 35 (1994) N 21, S 3465- 3468
  作者：Snieckus Victor, Beaulieu Francis, Mohri Kunihiko, Han Wei, Murphy Christ+

  DOI：——

  日期：——