CAS: 61337-88-0; 2-(4-Methyl-2-Phenylpiperazin-1-yl)Nicotinonitrile

相似化合物

61338-13-4 191546-94-8 61337-89-1

上下游产品

CAS号6602-54-6 2-氯烟腈 | CAS号5271-27-2 1-甲基-3-苯基哌嗪 | CAS号821-55-6 2-壬酮 | CAS号1072159-75-1 1-methyl-3-phen... | CAS号61338-13-4 米氮平酸 | CAS号61337-89-1 2-(4-甲基-2-苯基-1-... | CAS号85650-52-8 米氮平

📜2-氯-3-氰基吡啶,1-甲基-3-苯基哌嗪置于potassium Fluoride体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 6.0H,以99%的收率获得产物1-(3-氰基吡啶-2)-2-苯基-4-甲基哌嗪
参考文献:改进米氮平的合成
标题:改进米氮平的合成
摘要:米氮平 (6) 具有四环化学结构,属于具有抗抑郁治疗作用的哌嗪类化合物.米氮平是由两种具有药理活性的对映体组成的外消旋体,这两种对映体都有助于治疗效果. 'J 专利文献中报道了三种方法制备 Mir Taz~pine.~-~ 研究最多的米氮平合成(scheme I)各阶段存在一些缺点,如氰基化合物(3)的分离需要柱层析,使用大量氢氧化钾(-25摩尔当量),反应时间长
DOI:10.1080/00304940709458595

专利信息

专利号:US-6852855-B2
优先权日:1999-04-19
标 题 :Synthesis of piperazine ring
发明人：DOLITZKY BEN-ZION
权利人:TEVA PHARMA
摘要:A novel process for preparing a compound of the formula I: n n nwhereinn nR 1 denotes substituted or unsubstituted alkyl, alkoxy, aryl, aryloxy or arylalkoxy; R 2 denotes substituted or unsubstituted alkyl, alkoxy, aryl, aryloxy, arylalkoxy, tosyl, formyl, acetyl or amine; and R 3 denotes substituted or unsubstituted alkyl, alkoxy, aryl, aryloxy or arylalkoxy is disclosed. These compounds are useful in the synthesis of the antidepressant mirtazapine and other tetracyclic compounds.

专利号:US-6603003-B2
优先权日:2000-11-07
标 题 :Method for the preparation of piperazine and its derivatives
发明人：SEBASTIAN SONNY; PATEL HETAL VIRENDRA; THENNATI RAJAMANNAR
权利人:SUN PHARMACEUTICAL IND LTD
摘要:A novel method for the synthesis of piperazine and its derivatives of formula 1,wherein R is selected from hydrogen, or a lower alkyl group having 1 to 6 carbon atoms or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms;R1 is selected from hydrogen, a methyl group, a phenyl group optionally substituted with an alkyl group having 1 to 6 carbon atoms, or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms; andR2 is selected from hydrogen, or a methyl group, or a fluoromethyl group;comprising the steps:a. reacting an ester of formula 11 with substituted or unsubstituted ethylenediamine of formula 7 to give 3,4-dehydropiperazine-2-one and its derivatives of formula 12, wherein R, R1, R2 are as defined above and R6 is a C1 to C4 linear or branched alkyl group; andb. reacting the 3,4-dehydro-piperazine-2-one and its derivatives of formula 12 with a reducing agent to yield the piperazine and its derivatives of formula 1.

专利号:US-2003069417-A1
优先权日:1999-04-19
标题:Novel synthesis and crystallization of piperazine ring-containing compounds
发明人：SINGER CLAUDE; LIBERMAN ANITA; FINKELSTEIN NINA
摘要:The present invention is directed to methods for the preparation of piperazine ring-containing compounds, particularly mirtazapine. According to the present invention, the mirtazapine intermediate 1-(3-carboxypyridyl-2)-4-methyl-2-phenyl-piperazine is made by hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with a base where the base is present in a ratio of up to about 12 moles of the base per one mole of 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine. The mirtazapine intermediate 1-(3-carboxypyridyl-2)-4-methyl-2-phenyl-piperazine may be made of hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with potassium hydroxide at a temperature of at least about 130° C. The method of the present invention also includes reacting 2-amino-3-hydroxymethyl pyridine with N-methyl-1-phenyl-2,2′-iminodiethyl chloride to form 1-(3-hydroxymethylpyridyl-2)-4-methyl-2-phenyl piperazine, and adding sulfuric acid to the 1-(3-hydroxymethylpyridyl-2)-phenyl-4-methylpiperazine to form mirtazapine. The present invention a recrystallization of mirtazapine from crude mirtazapine. The present invention also relates to crystalline adducts of mirtazapine and water, preferably containing up to about 3.5% by weight water, pharmaceutical compositions containing the crystalline adducts, and methods of treating depression by administering such compositions.

专利号:US-2002035256-A1
优先权日:1999-04-19
标题:Novel synthesis of piperazine ring

专利号:WO-0062782-A1
优先权日:1999-04-19
标题 :Novel synthesis and crystallization of piperazine ring-containing compounds
发明人：SINGER CLAUDE; LIBERMAN ANITA; FINKELSTEIN NINA
权利人:TEVA PHARMA; TEVA PHARMA; SINGER CLAUDE; LIBERMAN ANITA; FINKELSTEIN NINA
摘要:The present invention is directed to methods for the preparation of piperazine ring-containing compounds, particularly mirtazapine. According to the present invention, the mirtazapine intermediate 1-(3-carboxypyridyl-2)-4-methyl-2-phenyl-piperazine is made by hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with a base where the base is present in a ratio of up to about 12 moles of the base per one mole of 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine. The mirtazapine intermediate 1-(3-carboxypyridly-2)-4-methyl-2-phenyl-piperazine may be made by hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with potassium hydroxide at a temperature of at least about 130 °C. The method of the present invention also includes reacting 2-amino-3-hydroxymethyl pyridine with N-methyl-1-phenyl-2, 2'-iminodiethyl chloride to form 1-(3-hydroxymethylpyridyl-2)-4-methyl-2-phenyl piperazine, and adding sulfuric acid to the 1-(3-hydroxymethylpyridyl-2)-phenyl-4-methylpiperazine to form mirtazapine. The present invention also relates to new processes for recrystallization of mirtazapine form crude mirtazapine.

专利号:US-6576764-B2
优先权日:1999-04-19
标 题:Synthesis and crystallization of piperazine ring-containing compounds
发明人：SINGER CLAUDE; LIBERMAN ANITA; FINKELSTEIN NINA
权利人:TEVA PHARMA
摘要:The present invention is directed to methods for the preparation of piperazine ring-containing compounds, particularly mirtazapine. According to the present invention, the mirtazapine intermediate 1-(3-carboxypyridyl-2)-4-methyl-2-phenyl-piperazine is made by hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with a base where the base is present in a ratio of up to about 12 moles of the base per one mole of 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine. The mirtazapine intermediate 1-(3-carboxypyridyl-2)-4-methyl-2-phenyl-piperazine may be made by hydrolyzing 1-(3-cyanopyridyl-2)-4-methyl-2-phenyl-piperazine with potassium hydroxide at a temperature of at least about 130° C. The method of the present invention also includes reacting 2-amino-3-hydroxymethyl pyridine with N-methyl-1-phenyl-2,2'-iminodiethyl chloride to form 1-(3-hydroxymethylpyridyl-2)-4-methyl-2-phenyl piperazine, and adding sulfuric acid to the 1-(3-hydroxymethylpyridyl-2)-phenyl-4-methylpiperazine to form mirtazapine. The present invention also relates to new processes for recrystallization of mirtazapine from crude mirtazapine.