Intermediates in the process for making histamine antagonists
申请人:Smith Kline & French Laboratories Limited
公开号:US04227000A1
公开(公告)日:1980-10-07
A process for making substituted 2-aminopyrimidones which are histamine H.sub.2 - antagonists which comprises reacting a 2-nitroaminopyrimidone with a heteroarylalkylamine, heteroarylalkylthioalkylamine, or heteroarylalkoxyalkylamine. One particular compound which can be made by this process is 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[5-(1,3-benzodioxolyl) methyl]-4-pyrimidone. Also claimed are 2-nitroaminopyrimidone intermediates for use in this process. One specific intermediate is 2-nitroamino-5-[5-(1,3-benzodioxolyl)methyl]-4-pyrimidone.
Process and nitroaminopyrimidone intermediates for histamine H.sub.2
申请人:Smith Kline & French Laboratories Limited
公开号:US04523015A1
公开(公告)日:1985-06-11
A process for making substituted 2-aminopyrimidones which are histamine H.sub.2 -antagonists which comprises reacting a 2-nitroaminopyrimidone with a heteroarylalkylamine, heteroarylalkylthioalkylamine, or heteroarylalkoxyalkylamine. One particular compound which can be made by this process is 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[5-(1,3-benzodioxyolyl )methyl]-4-pyrimidone. Also claimed are 2-nitroaminopyrimidone intermediates for use in this process. One specific intermediate is 2-nitroamino-5-[5-(1,3-benzodioxyolyl)methyl]-4-pyrimidone.
Preparation of cyano- or aminoalkyl substituted aromatic amines
申请人:SMITH KLINE & FRENCH LABORATORIES
LIMITED
公开号:EP0122109A2
公开(公告)日:1984-10-17
The present invention provides a process for preparing compounds of formula (5):
which are useful as intermediates in the preparation of compounds which are histamine Ht-antagonists. In formula (5)
A is a 5-membered heterocyclic aromatic group containing up to three hetero-atoms of which no more than one can be oxygen or sulphur and from one to three can be nitrogen; a 6-membered monocyclic aromatic group optionally containing up to three nitrogen hetero-atoms or a 9- or 10-membered bicyclic aromatic group optionally containing up to four hetero-atoms, of which no more than one can be oxygen or sulphur and from one to four can be nitrogen, the group A being optionally substituted with one or more groups which are inert under the reaction conditions;
X is a C1-5 alkylene group or a C2-5 alkenyle group; which comprises (a) reacting a compound of formula (6):
where A and X are as defined with reference to formula (5) with hydrazine in the presence of a transition metal catalyst to form a compound of formula (7):
where A and X are as defined with reference to formula (5) and thereafter (b) reacting the compound of formula (7) so obtained with more hydrazine and Raney nickel.
本发明提供了一种制备式(5)化合物的工艺:
其可作为制备组胺 Ht 拮抗剂化合物的中间体。在式 (5) 中
A 是一个 5 元杂环芳香基团,最多含有三个杂原子,其中氧或硫原子不能多于一个,氮原子可以是一至三个;一个 6 元单环芳香基团,可选含有最多三个氮杂原子;或一个 9 元或 10 元双环芳香基团,可选含有最多四个杂原子,其中氧或硫原子不能多于一个,氮原子可以是一至四个,基团 A 可选被一个或多个在反应条件下为惰性的基团取代;
X 是 C1-5 烯基或 C2-5 烯基;其中包括 (a) 使式 (6) 的化合物反应:
其中 A 和 X 如参照式(5)所定义,在过渡金属催化剂存在下与肼反应生成式(7)化合物:
其中 A 和 X 如参照式(5)所定义,然后 (b) 将这样得到的式(7)化合物与更多的肼和雷尼镍反应。
2-nitro aminopyrimidone derivatives, a process for their preparation and their use to prepare 2-aminopyrimidone derivatives which have histamine H2-antagonist activity
申请人:SMITH KLINE & FRENCH LABORATORIES
LIMITED
公开号:EP0004793B1
公开(公告)日:1981-12-30
Pyridylalkylpyrimidone compounds, process for preparing them and pharmaceutical compositions containing them