公开(公告)号：KR1020080013162A

公开(公告)日：2008-02-13

申请号：KR1020060074298

申请日：2006-08-07

Applicant: 한국과학기술연구원

Inventor： 신계정 ,  오희숙

IPC: C07D311/24

Abstract: A preparing method of chromone-3-carboxyl acid derivatives is provided to improve preparation yield and reduce the preparation time by preparing various derivatives in each step through a series of reactions without purification by using parallel combinatorial chemistry in solution phase. A preparing method of chromone-3-carboxyl acid derivatives represented by the formula(1) comprises the steps of: o-acetylsalicylic acid chloride represented by the formula(2) with tertiary butoxycarbonylmethylene triphenylphosphorane represented by the formula(7) in the presence of catalyst to prepare phosphorane compound represented by the formula(3); deacetylating the phosphorane compound represented by the formula(3) in the presence of base to prepare compounds represented by the formula(4); reacting the compounds represented by the formula(4) with an excessive amount of acid chloride in the presence of base and catalyst to prepare compounds represented by the formula(5); preparing compounds represented by the formula(6) from the compounds represented by the formula(5) through Wittig reaction; and deesterifying the compounds represented by the formula(6) under acid condition to remove tertiary butyl group, wherein R1 is hydrogen, chlorine, bromine, methoxy group or methyl group, and R2 is aromatic group or hetero aromatic group substituted by chloride, fluorine, methoxy group, methyl group or hydroxy group.

Abstract translation: 提供了色酮-3-羧酸衍生物的制备方法，通过在溶液相中使用平行的组合化学反应，通过一系列反应制备各种衍生物，从而提高制备产率，缩短制备时间。 由式（1）表示的色酮-3-羧酸衍生物的制备方法包括以下步骤：由式（2）表示的邻乙酰基水杨酰氯与式（7）表示的叔丁氧羰基亚甲基三苯基正膦在存在下 催化剂制备由式（3）表示的正膦化合物; 在碱的存在下，使式（3）表示的正膦烷化合物脱乙酰化，制备式（4）表示的化合物。 在碱和催化剂的存在下使式（4）表示的化合物与过量的酰氯反应以制备由式（5）表示的化合物; 通过Wittig反应从式（5）表示的化合物制备由式（6）表示的化合物; 在酸性条件下使式（6）表示的化合物脱酯化以除去叔丁基，其中R 1是氢，氯，溴，甲氧基或甲基，R 2是被氯，氟， 甲氧基，甲基或羟基。