76362-29-3

Basic information

• Product Name: N1-methyl-N1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1,3-propanediamine
• Synonyms: N1-methyl-N1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1,3-propanediamine
• CAS NO: 76362-29-3
• Molecular Formula: C₁₄H₂₁N₅O₂
• Molecular Weight: 291.36
• EINECS: -0
• Mol File: 76362-29-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N1-methyl-N1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1,3-propanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N1-methyl-N1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1,3-propanediamine(76362-29-3)
• EPA Substance Registry System: N1-methyl-N1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1,3-propanediamine(76362-29-3)

Safety Data

• Hazardous Substances Data: 76362-29-3(Hazardous Substances Data)

Upstream product

• 76362-28-2 3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]-propanenitrile 
• 23680-84-4 2-chloro-6,7-dimethoxyquinazolin-4-amine 

Downstream Products

• 81403-80-7 alfuzosin 
• 81403-68-1 alfuzosin hydrochloride 

Relevant articles and documents

Process for the Preparation of Alfuzosin Hydrochloride

A process for preparing alfuzosin or a salt thereof comprising: (a) condensing 4-amino-2-chloro-6,7-dimethoxyquinazoline with 3-methylaminopropionitrile in the presence of a polar aprotic solvent selected from the group consisting of diglyme, dimethyl formamide, t-butanol, hexamethylphosphoramide or mixtures thereof to form N-(4-amino-6,7-dimethoxyquinazol-2-yl)-N-methyl-2-cyanoethylamine (b) hydrogenating the N-(4-amino-6,7-dimethoxyquinazol-2-yl)-N-methyl-2-cyanoethylamine using a hydrogenating agent under a pressure of less than 10 kg/cm2 to form N-(4-amino-6,7-dimethoxyquinazol-2-yl)-N-methylpropylenediamine and optionally converting the N-(4-amino-6,7-dimethoxyquinazol-2-yl)-N-methylpropylenediamine to an acid addition salt thereof; and (c) converting tetrahydrofuroic acid to an intermediate form and condensing the intermediate form with the N-(4-amino-6,7-dimethoxyquinazol-2-yl)-N-methylpropylenediamine or with the acid addition salt to yield alfuzosin base, and optionally converting alfuzosin base to a salt of alfuzosin.

PROCESS FOR PREPARING ALFUZOSIN

Processes for preparing alfuzosin and pharmaceutically acceptable salts, solvates, hydrates thereof are disclosed. The present invention also discloses processes for preparation of anhydrous alfuzosin hydrochloride having substantially free from other pseudopolymorphic crystalline forms particularly dihydrate form of alfuzosin hydrochloride.

AN IMPROVED PROCESS FOR THE PREPARATION OF ALFUZOSIN HYDROCHLORIDE

The present invention relates to an improved process for the preparation of Alfuzosin hydrochloride of formula (I) by reacting N-(3-aminopropyl)-6,7-dimethoxy-N-methylquinazoline-2,4-diamine of Formula (II) with 1-(tetrahydrofuran-2-ylcarbonyl)-1H-imidazole of formula (IV) using acetonitrile as an organic solvent. This invention also relates to a method for the purification of N-(3-aminopropyl)-6,7-dimethoxy-N-methylquinazoline-2,4-diamine of formula (II), which is a key starting material of Alfuzosin hydrochloride by making its corresponding salt of formula (III) using an organic di-carboxylic acid in an alcoholic solvent wherein, A is denoted as a corresponding moiety of organic di-carboxylic acid.