2-氯-4-(3-甲氧基苯基)嘧啶 | 499195-50-5

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 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: 2-氯-4-(3-甲氧基苯基)嘧啶
• 英文名称: 2-chloro-4-(3-methoxyphenyl)pyrimidine
• CAS: 499195-50-5
• 化学式: C₁₁H₉ClN₂O
• 分子量: 220.658
• InChiKey: QGUFGKFTAPDKHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 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：
  R22,R37/38,R41

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Chloro-4-(3-methoxyphenyl)pyrimidine
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
2-Chloro-4-(3-methoxyphenyl)pyrimidine
Ingredient name:
CAS number: 499195-50-5

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H9ClN2O
Molecular weight: 220.7

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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
UN Number: UN2811 Class: 6.1 Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. (2-Chloro-4-(3-methoxyphenyl)pyrimidine)

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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：

  2-氯-4-(3-甲氧基苯基)嘧啶 在 盐酸 、 三溴化硼 作用下， 以 二氯甲烷 、 正丁醇 为溶剂， 反应 5.0h， 生成 3-[[4-(3-hydroxyphenyl)pyrimidin-2-yl]amino]-5-iodophenol;hydrobromide
  参考文献：
  名称：

  DERIVATIVES OF MACROCYCLIC N-ARYL-2-AMINO-4-ARYL-PYRIMIDINE POLYETHERS AS INHIBITORS OF FTL3 AND JAK

  摘要：

  本发明涉及具有以下式的化合物：式（I）或其盐和/或药用可接受的溶剂化合物，特别用作药物，特别用于治疗癌症，以及含有相同化合物的药物组合物和制备相同化合物的方法。

  公开号：

  US20170281622A1
• 作为产物：
  描述：

  3-甲氧基苯乙酮 在 四氯化钛 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 3.42h， 生成 2-氯-4-(3-甲氧基苯基)嘧啶
  参考文献：
  名称：

  A NOVEL AND EFFICIENT SYNTHESIS OF 4-PHENYL-2-CHLOROPYRIMIDINES FROM ACETOPHENONE CYANOIMINES

  摘要：

  A versatile and efficient 2 step synthesis of 4-phenyl-2-chloropyrimidines is described. The reaction proceeds by treatment of acetophenone cyanoimines under Vilsmeier-Haack conditions to give the target compounds in moderate yields.

  DOI：

  10.1081/scc-120012991

文献信息

• Synthesis of 4-substituted 2-(4-methylpiperazino)pyrimidines and quinazoline analogs as serotonin 5-HT_2Areceptor ligands
  作者：Jaroslaw Saczewski、Aldona Paluchowska、Jeffrey Klenc、Elizabeth Raux、Samuel Barnes、Shannon Sullivan、Beata Duszynska、Andrzej J. Bojarski、Lucjan Strekowski

  DOI：10.1002/jhet.236

  日期：2009.11

  The addition reaction of lithium reagents to the 4 position of 2‐chloropyrimidine or 2‐chloroquinazoline followed by oxidation of the resultant dihydro intermediate product is a powerful tool for the synthesis of 4‐substituted 2‐chloropyrimidines or 2‐chloroquinazolines. 4‐Vinyl derivatives undergo a conjugate nucleophilic addition across the vinyl group. A nucleophilic displacement of chloride in

  将锂试剂加成至2-氯嘧啶或2-氯喹唑啉的4位反应，然后氧化所得的二氢中间产物，是合成4取代2-氯嘧啶或2-氯喹唑啉的有力工具。4-乙烯基衍生物在整个乙烯基上进行共轭亲核加成。通过用4-甲基哌嗪处理，4-取代的2-氯嘧啶或2-氯喹唑啉中氯的亲核取代提供了作为5-羟色胺5-HT 2A受体拮抗剂的化合物。J.杂环化​​学，（2009）。
• Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source
  作者：Stavros K. Kariofillis、Benjamin J. Shields、Makeda A. Tekle-Smith、Michael J. Zacuto、Abigail G. Doyle

  DOI：10.1021/jacs.0c02805

  日期：2020.4.22

  represents a valuable transformation, but typically requires harsh reaction conditions or reagents. We report a radical approach for the methylation of (hetero)aryl chlorides using nickel/photoredox catalysis wherein trimethyl orthoformate, a common laboratory solvent, serves as a methyl source. This method permits methylation of (hetero)aryl chlorides and acyl chlorides at an early and late stage with

  有机卤化物的甲基化代表了一种有价值的转化，但通常需要苛刻的反应条件或试剂。我们报告了一种使用镍/光氧化还原催化对（杂）芳基氯进行甲基化的激进方法，其中原甲酸三甲酯（一种常见的实验室溶剂）作为甲基源。该方法允许（杂）芳基氯和酰氯在早期和晚期甲基化，具有广泛的官能团兼容性。机理研究表明，原甲酸三甲酯通过从氯介导的氢原子转移产生的叔自由基 β 断裂作为甲基自由基的来源。
• [EN] DIAMINOCYCLOHEXANE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE DIAMINOCYCLOHEXANE ET LEURS UTILISATIONS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2013012827A1

  公开（公告）日：2013-01-24

  The present invention provides compounds of Formula (I), or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are agonists, partial agonists and modulators of the NPY Y4 receptor and may be used for the treatment and prophylaxis of various diseases and conditions.

  本发明提供了化合物的结构式（I），或其立体异构体，或其药学上可接受的盐，其中所有变量均如本文所定义。这些化合物是NPY Y4受体的激动剂、部分激动剂和调节剂，可用于治疗和预防各种疾病和病况。
• [EN] HETEROCYCLYL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLYLIQUES ET LEURS UTILISATIONS
  申请人：PIRAMAL ENTPR LTD

  公开号：WO2014181287A1

  公开（公告）日：2014-11-13

  The present invention provides heterocyclyl compounds of formula I, isotopic forms, stereoisomers or tautomers thereof, or pharmaceutically acceptable salts, solvates, N- oxides, S-oxides and polymorphs thereof, and processes for their preparation. The invention further relates to pharmaceutical compositions containing the compounds and their use in the treatment of inflammatory diseases, autoimmune disorders and other related disorders. The heterocyclyl compounds find use as Interleukin 17 (IL-17) inhibitors and Tumor Necrosis Factor alpha (TNF-α) inhibitors.

  本发明提供了公式I的杂环化合物，其同位素形式、立体异构体或互变异构体，或其药学上可接受的盐、溶剂合物、N-氧化物、S-氧化物和多晶形式，以及其制备方法。该发明还涉及含有这些化合物的药物组合物，以及它们在治疗炎症性疾病、自身免疫性疾病和其他相关疾病中的用途。这些杂环化合物可用作白细胞介素17(IL-17)抑制剂和肿瘤坏死因子α(TNF-α)抑制剂。
• DIAMINOCYCLOHEXANE COMPOUNDS AND USES THEREOF
  申请人：Ewing William R.

  公开号：US20130184284A1

  公开（公告）日：2013-07-18

  The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are agonists, partial agonists and modulators of the NPY Y4 receptor and may be used for the treatment and prophylaxis of various diseases and conditions.

  本发明提供式(I)化合物：或其立体异构体或药学上可接受的盐，其中所有变量的定义如本文所述。这些化合物是 NPY Y4 受体的激动剂、部分激动剂和调节剂，可用于治疗和预防各种疾病和病况。