2-氨基-5-甲氧基吡啶 | 10167-97-2

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-氨基-5-甲氧基吡啶
• 中文别名: 5-甲氧基-2-氨基吡啶；5-甲氧基吡啶-2-胺
• 英文名称: 2-amino-5-methoxypyridine
• 英文别名: 5-methoxypyridin-2-amine；5-methoxy-2-aminopyridine；5-methoxypyridine-2-amine
• CAS: 10167-97-2
• 化学式: C₆H₈N₂O
• mdl: MFCD07374873
• 分子量: 124.142
• InChiKey: XJKJHILCYUUVSJ-UHFFFAOYSA-N

物化性质

• 熔点：
  36-38 °C
• 沸点：
  128-1300C/10Torr
• 密度：
  1.139±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  -20°C冷冻储存，于惰性气体保护下

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Methoxypyridin-2-amine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 5-Methoxypyridin-2-amine
CAS number: 10167-97-2

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H8N2O
Molecular weight: 124.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

2-氨基-5-甲氧基吡啶可用作有机合成中间体和医药中间体，主要应用于实验室研发和化工生产过程。

反应信息

• 作为反应物：
  描述：

  2-氨基-5-甲氧基吡啶 在 硫酸 作用下， 反应 24.0h， 以51.8%的产率得到6-aminopyridin-3-ol
  参考文献：
  名称：

  Synthesis of 2-Amino-5-hydroxypyridine via Demethoxylation

  摘要：

  一种方便且高效的四步合成2-氨基-5-羟基吡啶的方法是通过在2,5-己二酮存在下对2-氨基-5-溴吡啶进行保护反应，得到5-溴-2-(2,5-二甲基-1H-吡咯-1-基)吡啶；然后用甲基钠进行甲氧基化反应，得到5-甲氧基-2-(2,5-二甲基-1H-吡咯-1-基)吡啶；接着用氢氧胺盐酸盐进行去保护反应，生成2-氨基-5-甲氧基吡啶；最后用95%的硫酸进行去甲基化，最终得到标题化合物，总体收率为45%。

  DOI：

  10.14233/ajchem.2016.19692
• 作为产物：
  描述：

  2-(2,5-二甲基-1H-吡咯-1-基)-5-甲氧基吡啶 在 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 20.0h， 以100%的产率得到2-氨基-5-甲氧基吡啶
  参考文献：
  名称：

  Synthesis of 2-Amino-5-hydroxypyridine via Demethoxylation

  摘要：

  一种方便且高效的四步合成2-氨基-5-羟基吡啶的方法是通过在2,5-己二酮存在下对2-氨基-5-溴吡啶进行保护反应，得到5-溴-2-(2,5-二甲基-1H-吡咯-1-基)吡啶；然后用甲基钠进行甲氧基化反应，得到5-甲氧基-2-(2,5-二甲基-1H-吡咯-1-基)吡啶；接着用氢氧胺盐酸盐进行去保护反应，生成2-氨基-5-甲氧基吡啶；最后用95%的硫酸进行去甲基化，最终得到标题化合物，总体收率为45%。

  DOI：

  10.14233/ajchem.2016.19692
• 作为试剂：
  描述：

  2-甲基苯乙烯 、 2-fluoro-8,8-dimethylbicyclo[4.2.0]octa-1,3,5-trien-7-one 在 chlorobis(ethylene)rhodium(I) dimer 、 2-氨基-5-甲氧基吡啶 、 对甲苯磺酸 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 2-甲基四氢呋喃 、 水 为溶剂， 反应 20.0h， 以52%的产率得到7-fluoro-1,1-dimethyl-3-(2-methylbenzyl)-1,3-dihydro-2H-inden-2-one
  参考文献：
  名称：

  铑催化苯并环丁烯酮与苯乙烯类烯烃的 (4+1) 环加成反应

  摘要：

  通过 Rh 催化的 C−C 活化，苯并环丁烯酮和苯乙烯型烯烃之间形成了一种不寻常的 (4+1) 环加成反应，而不是正常的 (4+2) 环加成反应，这提供了一种独特的单碳环扩展方法获得多取代的2-茚满酮。

  DOI：

  10.1002/anie.202202703

文献信息

• Direct Amidation of Esters by Ball Milling**
  作者：William I. Nicholson、Fabien Barreteau、Jamie A. Leitch、Riley Payne、Ian Priestley、Edouard Godineau、Claudio Battilocchio、Duncan L. Browne

  DOI：10.1002/anie.202106412

  日期：2021.9.27

  The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This

  描述了通过球磨对酯进行直接机械化学酰胺化。操作简单的程序需要一种酯、一种胺和亚化学计量的 KOtBu，并被用于制备一个包含 78 个酰胺结构的大型和多样化的库，效率适中至极好。杂芳族和杂环组分特别表明适合这种机械化学协议。这种直接合成平台已应用于活性药物成分 (API) 和农用化学品的合成以及活性药物的克级合成，所有这些都在没有反应溶剂的情况下进行。
• Aromatic amine derivative and use thereof
  申请人：Taniguchi Takahiko

  公开号：US20090325956A1

  公开（公告）日：2009-12-31

  The present invention provides a novel SCD inhibitor. An SCD inhibitor containing a compound represented by the formula [I] wherein ring A is an optionally substituted aromatic ring, ring B is an optionally substituted ring, ring C is an optionally substituted aromatic ring, R is a hydrogen atom, an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, and X is a spacer having 1 to 5 atoms in the main chain, or a salt thereof, or a prodrug thereof.

  本发明提供了一种新型SCD抑制剂。一种包含由下式[I]表示的化合物的SCD抑制剂 其中环A是可选择取代的芳香环，环B是可选择取代的环，环C是可选择取代的芳香环，R是氢原子，可选择取代的碳氢基团或可选择取代的杂环基团，X是具有主链中1到5个原子的间隔物，或其盐，或其前药。
• IRAK-4 inhibitors. Part III: A series of imidazo[1,2-a]pyridines
  作者：George M. Buckley、Richard Fosbeary、Joanne L. Fraser、Lewis Gowers、Alicia P. Higueruelo、Lynwen A. James、Kerry Jenkins、Stephen R. Mack、Trevor Morgan、David M. Parry、William R. Pitt、Oliver Rausch、Marianna D. Richard、Verity Sabin

  DOI：10.1016/j.bmcl.2008.04.042

  日期：2008.6

  Following the identification of a potent IRAK inhibitor through routine project cross screening, a novel class of IRAK-4 inhibitor was established. The SAR of imidazo[1,2-a]pyridino-pyridines and benzimidazolo-pyridines was explored.

  通过常规的项目交叉筛选鉴定出有效的IRAK抑制剂后，建立了新型的IRAK-4抑制剂。探索了咪唑并[1,2-a]吡啶基吡啶和苯并咪唑并吡啶的SAR。
• [EN] FUSED HETEROCYCLIC DERIVATIVES AND USE THEREOF<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES FUSIONNÉS ET LEUR UTILISATION
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2009136663A1

  公开（公告）日：2009-11-12

  The present invention provides a fused heterocyclic derivative having a strong kinase inhibitory activity and use thereof. The present invention relates to a compound represented by the formula wherein each symbol is as defined in the present specification, or a salt thereof.

  本发明提供了一种具有强烈激酶抑制活性的融合杂环衍生物及其用途。本发明涉及本说明书中所定义的符号表示的化合物，或其盐。
• [EN] AZA-HETEROBICYCLIC INHIBITORS OF MAT2A AND METHODS OF USE FOR TREATING CANCER<br/>[FR] INHIBITEURS AZA-HÉTÉROBICYCLIQUES DE MAT2A ET PROCÉDÉS D'UTILISATION POUR LE TRAITEMENT DU CANCER
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2020139992A1

  公开（公告）日：2020-07-02

  The present disclosure provides for compounds according to Formula I, Formula II, and their pharmaceutically acceptable salts, tautomers, and/or isotopologues as described in the disclosure. The compounds are inhibitors of methionine adenosyltransferase isoform 2A (MAT2A). Also provided are pharmaceutical compositions and methods of using the compounds for treating cancers, including some cancers in which the gene encoding methylthioadenosine phosphorylase (MTAP) is deleted.

  本公开提供了根据公式I、公式II以及其在公开描述中所述的药用可接受盐、互变异构体和/或同位素体的化合物。这些化合物是蛋氨酸腺苷转移酶同种型2A（MAT2A）的抑制剂。还提供了药物组合物和使用这些化合物治疗癌症的方法，包括一些缺失编码甲硫腺苷磷酸化酶（MTAP）基因的癌症。