870281-83-7

Basic information

• Product Name: 2-Fluoro-6-nitro-N-phenylbenzamide
• Synonyms: 2-Fluoro-6-nitro-N-phenylbenzamide
• CAS NO: 870281-83-7
• Molecular Formula: C₁₃H₉FN₂O₃
• Molecular Weight: 260.2205632
• Mol File: 870281-83-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 163-165℃
• Boiling Point: 342.4±32.0 °C(Predicted)
• Appearance: /
• Density: 1.411±0.06 g/cm3 (20℃ 760 Torr)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.57±0.70(Predicted)
• CAS DataBase Reference: 2-Fluoro-6-nitro-N-phenylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-6-nitro-N-phenylbenzamide(870281-83-7)
• EPA Substance Registry System: 2-Fluoro-6-nitro-N-phenylbenzamide(870281-83-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 870281-83-7(Hazardous Substances Data)

Usage

General Description

2-Fluoro-6-nitro-N-phenylbenzamide is a chemical compound with the molecular formula C13H8FNNaO3. It is classified as an organic compound and belongs to the class of benzoic acid derivatives. 2-Fluoro-6-nitro-N-phenylbenzamide contains a fluoro group, a nitro group, and a phenyl group attached to the benzene ring. It is commonly used in the field of pharmaceuticals and may have potential applications as an organic building block in the synthesis of various chemical compounds. However, due to its complex structure and potential reactivity, it requires careful handling and should be used under strict safety precautions.

Upstream product

• 62-53-3 aniline 
• 50424-88-9 2-fluoro-6-nitrobenzoyl chloride 
• 385-02-4 6-fluoro-2-nitrobenzoic acid 
• 7304-32-7 2-fluoro-5-nitrobenzoic acid 

Downstream Products

• 936025-29-5 tert-butyl (R)-1-(2-fluoro-6-nitro-N-phenylbenzamido)-1-oxobutan-2-ylcarbamate 
• 870281-84-8 (S)-[1-(2-fluoro-6-nitro-benzoy)phenylaminocarbonyl]propyl carbamic acid tert-butyl ester 
• 870281-86-0 (S)-2-(1-((9H-purin-6-yl-2,8-d2)amino)propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one 
• 1417456-04-2 2-amino-6-fluoro-N-phenyl-benzamide 
• 870281-82-6 5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one 
• 870281-85-9 (S)-(1-(5-fluoro-4-carbonyl-3-phenyl-3,4-dihydroquinazolin-2-yl)propyl)carbamic acid tert-butyl ester 

Relevant articles and documents

A novel strategy for the manufacture of idelalisib: Controlling the formation of an enantiomer

A novel and scalable synthesis of 5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-4(3H)-quinazolinone, idelalisib 1, has been developed. This strategy controls the desfluoro impurity of 13 during reduction of nitro intermediate 4, and also arrests the formation of the enantiomer during cyclisation of diamide 17, without affecting the neighbouring chiral centre. This process is demonstrated on a larger scale in the laboratory and achieved good chemical and chiral purities coupled with good yields.

NOVEL PROCESS FOR PREPARATION OF IDELALISIB

The present invention provides the process for preparation of idelalisib or a pharmaceutically acceptable salt thereof using novel intermediates. The present invention 0 also provides polymorphic forms of the novel intermediates.

Method for synthesizing [...]

The invention relates to the technical field of anti cancer drug idelalisib, and especially relates to an idelalisib synthetic method which is as follows: taking 2-fluoro-6 nitro benzoic acid as a raw material for reacting with phenylamine to produce a compound III under the catalytic effect of a condensing agent; using N-boc-L-2-amino butyric acid as a raw material for reacting with the compound III to produce a compound V under the catalytic effect of a condensing agent; reducing the compound V by a metal or a metal compound and an acidic solution for cyclization to obtain a compound VI; removing the BOC group by protection group removal to obtain a compound VII; taking the compound VII and 6-bromo purine for nucleophilic reaction to obtain idelalisib. According to the method, a intermediate link of acyl chloride production is not needed, the operation process is simplified, time and labor cost are saved, the after-treatment is simple, the reaction yield is improved, cost is reduced, and the method has the advantages of being mild in reaction condition, high in yield, green and environmentally friendly, and meets the requirements of industrial production.