Production Method 1

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  overnight, rt

Reference

Indole derivatives as TrkA receptor inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 2

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: 1-Butanol ,  Dichloromethane ;  20 h, rt

Reference

Preparation of substituted indazole derivatives active as kinase inhibitors for treating cancer, cell proliferative disorders, and other diseases

, World Intellectual Property Organization, , ,

Production Method 3

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  30 min, rt
1.2 Solvents: tert-Butanol ;  24 h, rt

Reference

Preparation of heterocyclic derivatives modulating activity of certain protein kinases

, World Intellectual Property Organization, , ,

Production Method 4

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  30 min, rt
1.2 Solvents: tert-Butanol ;  overnight, rt

Reference

Indazole compounds for inhibiting kinase activity, their composition and application in field of medical technology

, China, , ,

Production Method 5

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  20 h, rt

Reference

Preparation of bi-functional small mol. compounds as tropomyosin receptor kinase (TRK) degradation compounds and methods of use

, World Intellectual Property Organization, , ,

Production Method 6

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  20 h, rt

Reference

Indazole derivatives as kinase inhibitors for the treatment of cancer and their preparation

, World Intellectual Property Organization, , ,

Production Method 7

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  20 h, rt

Reference

Preparation of pyrrolo[3,4-c]pyrazole derivatives as IGF-1R inhibitors

, World Intellectual Property Organization, , ,

Production Method 8

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  20 h, rt

Reference

Substituted pyrazolo[4,3-c]pyridine derivatives as tyrosine kinase inhibitors, particularly IGF-1R inhibitors, their preparation, pharmaceutical compositions, and use in therapy

, World Intellectual Property Organization, , ,

Production Method 9

394-01-4

942271-60-5

Reaction Conditions

1.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  20 h, rt

Reference

Substituted pyrrolopyrazole derivatives as tyrosine kinase inhibitors, their preparation, pharmaceutical compositions, and use in therapy

, World Intellectual Property Organization, , ,

Production Method 10

394-01-4

942271-60-5

Reaction Conditions

1.1 Reagents: 4-(Dimethylamino)pyridine ,  Di-tert-butyl dicarbonate Solvents: Dichloromethane ,  tert-Butanol ;  overnight, rt

Reference

Preparation of hetero-bifunctional compounds as protein degraders

, World Intellectual Property Organization, , ,

Production Method 11

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  overnight, rt

Reference

Preparation of tropomyosin receptor kinase degradation compounds and methods of use

, World Intellectual Property Organization, , ,

Production Method 12

394-01-4

942271-60-5

Reaction Conditions

1.1 Reagents: Di-tert-butyl dicarbonate Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  30 min, rt
1.2 20 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8, rt

Reference

Optimization of synthetic process of antitumor drug entrectinib

Liu, Yan; Fan, Wei-zheng; Feng, Bai-nian, Huaxue Shiji, 2020, 42(9), 1102-1107

Production Method 13

394-01-4

24424-99-5

942271-60-5

Reaction Conditions

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ,  tert-Butanol ;  20 h, rt

Reference

Preparation of substituted indazole derivatives for use as kinase inhibitors

, World Intellectual Property Organization, , ,

Tert-butyl 4-fluoro-2-nitrobenzoate Raw materials

• 4-Fluoro-2-nitrobenzoic acid
• Di-tert-butyl dicarbonate

Tert-butyl 4-fluoro-2-nitrobenzoate Preparation Products

• Tert-butyl 4-fluoro-2-nitrobenzoate (942271-60-5)

• 1. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 2. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 3. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 4. Emerging investigator series: heterogeneous reactions of sulfur dioxide on mineral dust nanoparticles: from single component to mixed components?
  Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
• 5. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
  Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198

Tert-butyl 4-fluoro-2-nitrobenzoate (CAS No. 942271-60-5): A Comprehensive Overview

Tert-butyl 4-fluoro-2-nitrobenzoate (CAS No. 942271-60-5) is a versatile organic compound that has garnered significant attention in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound, characterized by its unique chemical structure and functional groups, offers a wide range of applications and potential uses in various scientific and industrial processes.

The molecular formula of Tert-butyl 4-fluoro-2-nitrobenzoate is C₁₁H₁₁FO₄N, and its molecular weight is approximately 238.20 g/mol. The compound features a tert-butyl group, a fluorine atom, and a nitro group attached to a benzene ring, which collectively contribute to its distinctive chemical properties and reactivity.

In the realm of chemical synthesis, Tert-butyl 4-fluoro-2-nitrobenzoate serves as an important intermediate in the preparation of more complex molecules. Its tert-butyl group provides steric protection, while the fluorine and nitro groups offer valuable functional handles for further modification. Recent studies have highlighted its utility in the synthesis of fluorinated aromatic compounds, which are crucial in the development of new pharmaceuticals, agrochemicals, and advanced materials.

The pharmaceutical industry has shown particular interest in Tert-butyl 4-fluoro-2-nitrobenzoate due to its potential as a precursor for the synthesis of novel drugs. The presence of the fluorine atom can significantly influence the pharmacokinetic properties of drug candidates, enhancing their metabolic stability and bioavailability. Additionally, the nitro group can be reduced to an amino group, which is a common strategy in drug design to introduce new functionalities and improve therapeutic efficacy.

In materials science, Tert-butyl 4-fluoro-2-nitrobenzoate has been explored for its potential in the development of functional materials with unique electronic and optical properties. Fluorinated aromatic compounds are known for their ability to modulate electronic interactions and improve the performance of organic semiconductors and photovoltaic materials. Recent research has demonstrated that derivatives of Tert-butyl 4-fluoro-2-nitrobenzoate can be used to create high-performance organic light-emitting diodes (OLEDs) and solar cells.

The synthesis of Tert-butyl 4-fluoro-2-nitrobenzoate typically involves a multi-step process that includes nitration, esterification, and fluorination reactions. Advanced synthetic methods have been developed to optimize yield and purity, making it more accessible for large-scale production. One such method involves the use of green chemistry principles to minimize environmental impact and ensure sustainable manufacturing processes.

Safety considerations are paramount when handling Tert-butyl 4-fluoro-2-nitrobenzoate. While it is not classified as a hazardous material, proper precautions should be taken to avoid exposure to skin or inhalation. It is recommended to handle this compound in a well-ventilated area and use appropriate personal protective equipment (PPE) such as gloves and safety goggles.

In conclusion, Tert-butyl 4-fluoro-2-nitrobenzoate (CAS No. 942271-60-5) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure makes it an invaluable intermediate in chemical synthesis, a promising precursor in pharmaceutical research, and a key component in the development of advanced materials. As research continues to uncover new possibilities, this compound is likely to play an increasingly important role in driving innovation across multiple fields.

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