申请人:ROHM AND HAAS COMPANY
公开号:EP0812832A1
公开(公告)日:1997-12-17
This invention relates to a process for the preparation of pyrimidinone compounds of the formula
wherein
Ar is an optionally substituted aryl or heteroaromatic moiety,
R3 is an optionally substituted alkyl, alkenyl, alkynyl, (C1-C6)alkoxy (C2-C6)alkyl or silyl (C3-C6)alkynyl,
R5 is a hydrogen atom, halo, cyano or an optionally substituted alkyl, alkenyl, alkynyl, alkoxy or alkylthio, and
R6 is a hydrogen atom, cyano, or an optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, aryl, aralkyl or heteroaryl.
The process comprises reaction of an amidine and a malonic acid derivative to give a hydroxypyrimidinone followed by conversion of the resulting hydroxypyrimidinone to a sulfonyloxypyrimidinone followed by reaction of the resulting sulfonyloxypyrimidinone with an organometallic reagent to give the desired pyrimidinone.
The hydroxypyrimidinones, wherein R6 is hydroxy and sulfonyloxypyrimidinones wherein R6 is a substituted sulfonyloxy moiety, are themselves new and useful intermediates in the preparation of the desired pyrimidinones.
这项发明涉及一种用于制备公式为的吡啶酮化合物的工艺
其中
Ar是可选地取代的芳香族或杂芳基部分,
R3是可选地取代的烷基、烯基、炔基、(C1-C6)alkoxy (C2-C6)alkyl或硅基(C3-C6)炔基,
R5是氢原子、卤素、氰基或可选地取代的烷基、烯基、炔基、烷氧基或烷硫基,和
R6是氢原子、氰基,或可选地取代的烷基、环烷基、烯基、炔基、芳香族、芳烷基或杂芳基。
该工艺包括将酰胺与马来酸衍生物反应以给出羟基吡啶酮,然后将所得羟基吡啶酮转化为磺酰氧基吡啶酮,然后将所得磺酰氧基吡啶酮与有机金属试剂反应以得到所需的吡啶酮。
其中R6是羟基的羟基吡啶酮和其中R6是取代磺酰氧基基团的磺酰氧基吡啶酮本身就是用于制备所需吡啶酮的新颖有用的中间体。