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Encainide, MJ-9067-1(hydrochloride), MJ-9067, Enkaid

恩卡尼 恩舒尼盐酸盐 Chemical Name: (?-4-Methoxy-N-[2-[2-(1-methyl-2-piperidinyl)ethyl]phenyl]benzamide
CAS No. 37612-13-8, 66794-74-9 (HCl)
项目整合开发状态: Withdrawn-1991
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:A new method for the synthesis of encainide has been reported:The acylation of methyl anthranilate (I) with 4-anisoyl chloride (II) by means of NaOH in methylene chloride gives methyl N-(p-anisoyl)anthranilate (III),which is condensed with 2-picoline (IV) by means of n-butyllithium in THF yielding 2-(2-pyridylacetyl)-p-anisanilide (V).Finally,this compound is reduced with H2 over Pt/C then with Pd/C,treated with formaldehyde and reduced again with H2 over Pt/C.
📌 参考资料/链接:
参考文献标题:Process for production of encainide
文献作者:Madding,G.D.(Bristol-Myers Squibb Co.)
参考来源:JP 58105963; NL 8204775; US 4394507

📄 详细内容


合成路线:The condensation of 2-methylpyridine (I) with 2-nitrobenzaldehyde (II) in acetic anhydride gives 2-(2-nitrostyryl)pyridine (III),which is quaternized with methyl iodide in refluxing acetone yielding 2-(2-nitrostyryl)-1-methylpyridinium iodide (IV) .The reduction of (IV) with H2 over PtO2 in ethanol affords 2-(2-aminophenethyl)-1-methylpiperidine (V),which is then acylated with 4-methoxybenzoyl chloride (A) in pyridine.

参考文献标题:MJ 9067
文献作者:Castar,J.
参考来源:Drugs Fut 1977,2(3),176


合成路线:The condensation of 2-methylpyridine (I) with 2-nitrobenzaldehyde (II) in acetic anhydride gives 2-(2-nitrostyryl)pyridine (III),which is quaternized with methyl iodide in refluxing acetone yielding 2-(2-nitrostyryl)-1-methylpyridinium iodide (IV) .The reduction of (IV) with H2 over PtO2 in ethanol affords 2-(2-aminophenethyl)-1-methylpiperidine (V),which is then acylated with 4-methoxybenzoyl chloride (A) in pyridine.

参考文献标题:Lysergic acid and quimidine analogs.2-(o-Acylaminophenethyl)piperidines
文献作者:Dykstra,S.J.; Minielli,J.L.; Lawson,J.E.; Ferguson,H.C.; Dungan,K.W.
参考来源:J Med Chem 1973,16(9),1015


合成路线:The condensation of 2-methylpyridine (I) with 2-nitrobenzaldehyde (II) in acetic anhydride gives 2-(2-nitrostyryl)pyridine (III),which is quaternized with methyl iodide in refluxing acetone yielding 2-(2-nitrostyryl)-1-methylpyridinium iodide (IV) .The reduction of (IV) with H2 over PtO2 in ethanol affords 2-(2-aminophenethyl)-1-methylpiperidine (V),which is then acylated with 4-methoxybenzoyl chloride (A) in pyridine.
参考文献标题:Substituted piperidines and a process for the preparation thereof
文献作者:Dykstra,S.J.; Minielli,J.L.
参考来源:BE 0779951; CA 961038; CH 578529; DE 2210154; FR 2128584; GB 1346261; NL 161443C; NL 7202614


产品链接: CAS No. 37612-13-8››

产品链接: CAS No.66794-74-9››