4-氯-2-哌啶嘧啶-5-羧酸乙酯 | 34750-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-氯-2-哌啶嘧啶-5-羧酸乙酯
• 中文别名: 4-氯-2-哌啶基嘧啶-5-羧酸乙酯
• 英文名称: ethyl 4-chloro-2-(piperidin-1-yl)-pyrimidine-5-carboxylate
• 英文别名: 2-Piperidino-4-chloro-5-ethoxycarbonylpyrimidin；4-chloro-2-piperidin-1-yl-pyrimidine-5-carboxylic acid ethyl ester；Ethyl 4-chloro-2-(piperidin-1-YL)pyrimidine-5-carboxylate；ethyl 4-chloro-2-piperidin-1-ylpyrimidine-5-carboxylate
• CAS: 34750-24-8
• 化学式: C₁₂H₁₆ClN₃O₂
• 分子量: 269.731
• InChiKey: BNEXRBHAQPGEGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 4-chloro-2-piperidinopyrimidine-5-carboxylate
Synonyms: Ethyl 4-chloro-2-(piperidin-1-yl)pyrimidine-5-carboxylate

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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: Ethyl 4-chloro-2-piperidinopyrimidine-5-carboxylate
CAS number: 34750-24-8

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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: C12H16ClN3O2
Molecular weight: 269.7

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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, hydrogen chloride.

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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

反应信息

• 作为反应物：
  描述：

  4-氯-2-哌啶嘧啶-5-羧酸乙酯 在 三甲基溴硅烷 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.08h， 生成 2-烯丙基-1-(6-(2-羟基丙烷-2-基)吡啶-2-基)-6-(4-(4-甲基哌嗪-1-基)苯基氨基)-1H-吡唑并[3,4-d]嘧啶-3(2H)-酮
  参考文献：
  名称：

  Wee1抑制剂adavoser tib的制备工艺

  摘要：

  本发明涉及一种Wee1抑制剂adavosertib的制备工艺。本发明所述的方法，采用已有的中间体，经过微波反应、卤代反应、氨基脱保护后，再经卤代反应合成目标化合物adavosertib，有效提高了反应的总收率和工业化操作性。

  公开号：

  CN113735863A
• 作为产物：
  描述：

  哌啶 在 五氯化磷 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 4-氯-2-哌啶嘧啶-5-羧酸乙酯
  参考文献：
  名称：

  1,2-二氢-3H-吡唑并[3,4-d]嘧啶-3-one新衍生物的微波辅助合成及抗菌评价

  摘要：

  摘要 在经典加热下以 4-羟基-2-甲硫基-嘧啶-5-羧酸乙酯 (1) 为起始原料合成新的 1,2-二氢-3H-吡唑并[3,4-d] 嘧啶-3-酮 4-6并报告了微波诱导条件。以氯霉素和链霉素为参比药物对合成化合物的抗菌活性进行了评价。

  DOI：

  10.1515/hc-2015-0145

文献信息

• A General Synthesis of Dihydronaphthyridinones with Aryl-Substituted Quaternary Benzylic Centers
  作者：John C. Murray、Colin R. Rose、John M. Curto

  DOI：10.1021/acs.joc.2c02956

  日期：2023.3.3

  A variety of 7,8-dihydro-1,6-naphthyridin-5(6H)-ones and 3,4-dihydro-2,7-naphthyridin-1(2H)-ones with quaternary centers and aryl substitutions at the benzylic carbon were synthesized with a new 3-step, 2-pot method. The first step is an SNAr using widely available 2- and 4-chloronicotinate esters and tertiary benzylic nitriles. The last two steps are a one-pot selective nitrile reduction in the presence

  各种 7,8-dihydro-1,6-naphthyridin-5(6H)-ones 和 3,4-dihydro-2,7-naphthyridin-1(2H)-ones 在苄基碳上具有季中心和芳基取代采用新的 3 步 2 锅法合成。第一步是使用广泛使用的 2- 和 4- 氯烟酸酯和叔苄腈的S N Ar。最后两个步骤是在存在各​​种杂环的情况下进行一锅选择性腈还原，然后是酯上游离胺的内酰胺环闭合。
• Yurugi,S. et al., Chemical and pharmaceutical bulletin, 1971, vol. 19, p. 2354 - 2364
  作者：Yurugi,S. et al.

  DOI：——

  日期：——
• Microwave-assisted synthesis and antibacterial evaluation of new derivatives of 1,2-dihydro-3<i>H</i>-pyrazolo[3,4-<i>d</i>]pyrimidin-3-one
  作者：Zahra Ebrahimpour、Ali Shiri、Mehdi Bakavoli、Seyed Mohammad Seyedi、Masoumeh Bahreini、Fatemeh Oroojalian

  DOI：10.1515/hc-2015-0145

  日期：2016.2.1

  Abstract Synthesis of new 1,2-dihydro-3H-pyrazolo[3,4-d] pyrimidin-3-ones 4–6 starting with ethyl 4-hydroxy-2-methylthio-pyrimidine-5-carboxylate (1) under classical heating and microwave-induced conditions is reported. The antibacterial activities of the synthesized compounds were evaluated using chloramphenicol and streptomycin as reference drugs.

  摘要 在经典加热下以 4-羟基-2-甲硫基-嘧啶-5-羧酸乙酯 (1) 为起始原料合成新的 1,2-二氢-3H-吡唑并[3,4-d] 嘧啶-3-酮 4-6并报告了微波诱导条件。以氯霉素和链霉素为参比药物对合成化合物的抗菌活性进行了评价。
• Wee1抑制剂adavoser tib的制备工艺
  申请人：武汉九州钰民医药科技有限公司

  公开号：CN113735863A

  公开（公告）日：2021-12-03

  本发明涉及一种Wee1抑制剂adavosertib的制备工艺。本发明所述的方法，采用已有的中间体，经过微波反应、卤代反应、氨基脱保护后，再经卤代反应合成目标化合物adavosertib，有效提高了反应的总收率和工业化操作性。