酷垒变形金刚4:盐酸阿夫唑嗪合成路线图解
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药物详细合成路线
Chemical Name: (±)-N-[3-[(4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide monohydrochloride;(±)-N-[3-[(4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furamide monohydrochloride Generic Name: 盐酸阿夫唑嗪;Alfuzosin hydrochloride Other Names: Alfuzosin hydrochloride;SL-77499(free base);SL-7749910;Xatral OD;Xatral Retard;Xatral XL;Xatral SR;Alfetim;Uroxatral;Urion;Alfoten;Xatral CAS: 81403-68-1 Related CAS: 81403-80-7 (free base) Formula: C19H28ClN5O4 Mole Weight: 425.91911 structure: Company: Sanofi-synthélabo (Originator), Altana Pharma (Licensee), Lorex (Licensee) Usage: Benign Prostatic Hyperplasia Therapy, RENAL-UROLOGIC DRUGS, Urologic Drugs, alpha1-Adrenoceptor Antagonists Route 1 Title compound can be prepared as follows:1) 6,7-Dimethoxyquinazolin-2,4-dione (I) is converted to 2,4-dichloro 6,7-dimethoxyquinazoline (II), followed by selective displacement of the 4-chloro group with ammonia to give 4-amino-2-chloro-6,7-dimethoxyquinazoline (III).2) 3-(Methylamino)propanenitrile (IV) is reacted with the mixed anhydride obtained from tetrahydrofuran-2-carboxylic acid and ethyl chloroformate to form the amide (V), which on hydrogenation over rhodium at 80 C in the presence of ammonia affords the required secondary amine (VI) via rearrangement of the initially formed primary amine (VII). Condensation of amine (VI) with 4-amino-2-chloro-6,7-dimethoxyquinazoline (III) in refluxing amyl alcohol gives alfuzosin hydrochloride.
盐酸阿夫唑嗪合成路线图解
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