3-甲基吡啶-2-甲酸甲酯 | 59718-84-2

• 物质功能分类: 医药中间体 - 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: 3-甲基吡啶-2-甲酸甲酯
• 中文别名: 3-甲基-2-吡啶羧酸甲酯；3-甲基吡啶-2-羧酸甲酯
• 英文名称: methyl 3-methylpicolinate
• 英文别名: methyl 3-methylpyridine-2-carboxylate
• CAS: 59718-84-2
• 化学式: C₈H₉NO₂
• mdl: MFCD03789583
• 分子量: 151.165
• InChiKey: CCQFKEITVOTHIW-UHFFFAOYSA-N

物化性质

• 沸点：
  73°C/2mmHg(lit.)
• 密度：
  1.121 g/mL at 25 °C
• 闪点：
  110 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 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：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S39
• 危险类别码：
  R37/38
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险标志：
  GHS05,GHS07
• 危险性描述：
  H315,H318,H335
• 危险性防范说明：
  P261,P280,P305 + P351 + P338
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 3-methylpicolinate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 3-methylpicolinate
CAS number: 59718-84-2

---

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.

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Appearance: Not specified
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H9NO2
Molecular weight: 151.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-甲基吡啶-2-甲酸甲酯 在 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 8.0h， 生成 6-氯-3-甲基-2-吡啶羧酸甲酯
  参考文献：
  名称：

  吡咯并[3,4- b ]吡啶-7（6 H）-1衍生物作为黑色素浓缩激素受体1（MCH-R1）拮抗剂的合成与合成孔径雷达研究

  摘要：

  描述了新型吡咯并[3,4- b ]吡啶-7（6 H）-1 MCH-R1拮抗剂的发现和优化。一项系统的SAR研究探索了吡咯并[3,4- b ]吡啶7-7 （6 H）-1的2位上的芳基，苄基和芳硫基取代基的作用，从而鉴定了2-[（（ 4-氟苯基）硫基]衍生物7b作为高效的MCH-R1拮抗剂。该化合物还具有良好的药代动力学特性，具有较高的代谢稳定性，并且对CYP亚型和hERG的影响最小。

  DOI：

  10.1016/j.bmcl.2013.01.053
• 作为产物：
  描述：

  (3,3,11-Trimethyl-1,5-dioxo-2,4-dioxa-7-azaspiro[5.5]undec-9-en-7-yl) 4-methylbenzenesulfonate 在 N-氯代丁二酰亚胺 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3-甲基吡啶-2-甲酸甲酯
  参考文献：
  名称：

  PREPARATION OF SUBSTITUTED PYRIDINES VIA REGIOCONTROLLED [4 + 2] CYCLOADDITIONS OF OXIMINOSULFONATES: METHYL 5-METHYLPYRIDINE-2-CARBOXYLATE

  摘要：

  DOI：

  10.15227/orgsyn.080.0133

文献信息

• Synthesis of Esters by Functionalisation of CO2
  申请人：Commissariat a L'Energie Atomique et aux Energies Alternatives

  公开号：US20170240485A1

  公开（公告）日：2017-08-24

  The invention relates to a method for (I) producing a carboxylic ester of formula (I). Said method comprises the steps of: a) bringing an organosilane/borane of formula Si or B into contact with CO 2 , in the presence of a catalyst and an electrophilic compound of formula (III), the groups R 1 , R 2 , R 3 , R 4 , R 5 , Y, and M′ being as defined in claim 1; and optionally b) recovering the compound of formula (I) produced.

  该发明涉及一种制备化学式（I）的羧酸酯的方法。该方法包括以下步骤：a）在催化剂和化学式（III）的亲电性化合物的存在下，将化学式Si或B的有机硅烷/硼烷与CO2接触，其中所述的基团R1、R2、R3、R4、R5、Y和M'如权利要求1所定义；以及可选的b）回收所产生的化学式（I）的化合物。
• Late-stage synthesis and application of photoreactive probes derived from direct benzoylation of heteroaromatic C–H bonds
  作者：Kevin D. Hesp、Jun Xiao、Graham M. West

  DOI：10.1039/d0ob00336k

  日期：——

  A C-H functionalization strategy for the expedient access to photoreactive chemical probes of commonly found heterocyclic fragments or drug molecules of pharmaceutical relevance is described. A series of aryl glyoxylic acid reagents featuring pendant alkyne or azide clickable handles have been developed for application in the radical-mediated appendage of benzoyl fragments onto simple heteroaromatic

  描述了一种CH功能化策略，可方便地访问常见的杂环片段或具有药物相关性的药物分子的光反应性化学探针。已经开发了一系列具有悬垂炔或叠氮可点击手柄的芳基乙醛酸试剂，用于将苯甲酰基片段以自由基介导的形式附接到简单的杂芳族片段以及更复杂的类药物化合物上。这种史无前例的化学探针合成策略可以直接使用光反应性化学探针，而无需进行片段预功能化或进行大量合成再评估。
• From Pyridine-<i>N</i>-oxides to 2-Functionalized Pyridines through Pyridyl Phosphonium Salts: An Umpolung Strategy
  作者：Dmitry I. Bugaenko、Marina A. Yurovskaya、Alexander V. Karchava

  DOI：10.1021/acs.orglett.1c02165

  日期：2021.8.6

  The reactions of pyridine-N-oxides with Ph3P under the developed conditions provide an unprecedented route to (pyridine-2-yl)phosphonium salts. Upon activation with DABCO, these salts readily serve as functionalized 2-pyridyl nucleophile equivalents. This umpolung strategy allows for the selective C2 functionalization of the pyridine ring with electrophiles, avoiding the generation and use of unstable

  吡啶-N-氧化物与Ph 3 P 在已开发条件下的反应为（吡啶-2-基）鏻盐提供了前所未有的途径。用 DABCO 活化后，这些盐很容易用作功能化的 2-吡啶基亲核试剂等价物。这种 umpolung 策略允许使用亲电试剂对吡啶环进行选择性 C2 官能化，避免产生和使用不稳定的有机金属试剂。该协议在环境温度下运行并耐受敏感的官能团，从而能够合成其他具有挑战性的化合物。
• CONDENSED LACTAM DERIVATIVE
  申请人：Sumitomo Dainippon Pharma Co., Ltd.

  公开号：US20200172543A1

  公开（公告）日：2020-06-04

  The present invention relates to a medicament for treating neuropsychiatric diseases, comprising a compound of Formula (1): or a pharmaceutically acceptable salt thereof, as an active ingredient.

  本发明涉及一种用于治疗神经精神疾病的药物，包括以下化合物（1）的药物学上可接受的盐，作为活性成分。
• [EN] DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS<br/>[FR] COMPOSÉS ANTAGONISTES DES RÉCEPTEURS D3 À LA DOPAMINE
  申请人：INDIVIOR UK LTD

  公开号：WO2016067043A1

  公开（公告）日：2016-05-06

  The disclosure is directed to novel dopamine D3 receptor antagonists, processes for their preparation, intermediates used in these processes, pharmaceutical compositions containing them and their use in therapy, including treating drug dependency and psychosis.

  该披露涉及新型多巴胺D3受体拮抗剂，其制备方法，用于这些方法的中间体，含有它们的药物组合物以及它们在治疗中的用途，包括治疗药物依赖和精神病的用途。