246512-44-7

Basic information

• Product Name: 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide
• Synonyms: 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide;Gefitinib Impurity 6;Gefintinib Impurity 1;2-Amino-4-methoxy-5-(3-morpholin-4-ylpropoxy)-benzamide
• CAS NO: 246512-44-7
• Molecular Formula: C₁₅H₂₃N₃O₄
• Molecular Weight: 309.36082
• Mol File: 246512-44-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 153.5 °C
• Boiling Point: 460.6±45.0 °C(Predicted)
• Appearance: /
• Density: 1.208±0.06 g/cm3(Predicted)
• PKA: 15.86±0.50(Predicted)
• CAS DataBase Reference: 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide(246512-44-7)
• EPA Substance Registry System: 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide(246512-44-7)

Safety Data

• Hazardous Substances Data: 246512-44-7(Hazardous Substances Data)

Usage

General Description

2-Amino-4-Methoxy-5-(3-Morpholinopropoxy)benzamide is a chemical compound that belongs to the class of benzamides. It is an organic compound that contains an amino group, a methoxy group, and a morpholinopropoxy group attached to a benzene ring. 2-aMino-4-Methoxy-5-(3-Morpholinopropoxy)benzaMide may have potential applications in the field of medicinal chemistry and drug development due to its structural features and potential biological activities. The presence of functional groups such as amino, methoxy, and morpholinopropoxy may impart specific pharmacological properties to this compound, making it a potential candidate for further research and development in the pharmaceutical industry.

Upstream product

• 675126-27-9 2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile 
• 7357-67-7 4-(3-chloropropyl)morpholine 
• 675126-28-0 4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile 
• 675126-26-8 2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile 
• 621-59-0 isovanillin 
• 861453-16-9 2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide 
• 52805-46-6 2-methoxy-5-cyanophenol 

Relevant articles and documents

Preparing method of gefitinib intermediate

The invention discloses a preparing method of a gefitinib intermediate. The method includes the following steps of firstly, making a compound 1 react in the presence of sodium formate, formic acid andhydroxylamine sulphate to obtain a compound 2; secondly, making the compound 2 and a compound 3 react in the presence of potassium carbonate in a first solvent to obtain a compound 4; thirdly, makingthe compound 4 react in the presence of sulfuric acid and nitric acid in a second solvent to obtain a compound 5; fourthly, making the compound 5 react in the presence of alkaline and hydrogen peroxide in a third solvent to obtain a compound 6; fifthly, making the compound 6 react in the presence of ammonium formate and palladium/carbon in a fourth solvent to obtain a compound 7; sixthly, makingthe compound 7 react in the presence of formic acid and formamide to obtain a compound 8.

AN IMPROVED PROCESS FOR THE PREPARATION OF GEFITINIB

Present invention discloses an improved process for the preparation of gefitinib (4-(3'-chloro-4'-fluorophenylamino)-7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazoline), of formula-I, which comprises: (i) etherification of iso-vanillin with 3-morpholinopropyl halide, (ii) nitration using nitric acid, (iii) oximation, (iv) dehydration, (v) reduction-cum-hydrolysis, (vi) quinazolinone formation, (vii) introduction of a leaving group at C-4 position in quinozolinone, and (viii) condensation with 3-chloro4-fluoroaniline to get the crude gefitinib. Purification of crude gefitinib is achieved via acid/base treatment or by crystallization from solvents such as ethyl acetate, isopropanol, acetonitrile, and methyl ethyl ketone. Formula I, IX, XI, XIII, XV and XVI.