公开(公告)号：EP3527556A1

公开(公告)日：2019-08-21

申请号：EP16919556.7

申请日：2016-12-20

申请人： Hinova Pharmaceuticals Inc.

发明人： CHEN, Yuanwei ,  DU, Wu ,  KUANG, Tongtao ,  GENG, Xi

IPC分类号： C07D233/86 ,  C07B59/00

摘要： The present invention discloses a method for preparation of deuterated imidazole diketone compounds, that includes the following steps: (1) using compound of formula (I) and compounds of formula (II) as starting material, compounds of formula (III) are obtained by a substitution reaction; (2) Compounds of formula (IV) are prepared by esterification of carboxyl in compounds of formula (III); (3) Cyclization of compounds of formula (IV) and compound of formula (V) provides compounds of formula (VI); (4) Compounds of formula (VI) are deesterificated and react to produce compounds of formula (VII); (5) using compounds of formula (VII) and compounds of formula (VIII) as starting material, the deuterated imidazole diketone compounds of formula (IX) are obtained by the condensation reaction of amide. Compared with the methods in the prior art, the method according to the present invention is safer, consuming less solvents, minimizing the waste and the effect on the environment, shortening the production cycle, and improving the throughput and the total yield of the method, with a wide market outlook.

公开(公告)号：EP4279488A1

公开(公告)日：2023-11-22

申请号：EP22739190.1

申请日：2022-01-18

申请人： Hinova Pharmaceuticals Inc.

发明人： DU, Wu ,  LV, Haibin ,  LI, Yu ,  KUANG, Tongtao ,  GENG, Xi

IPC分类号： C07D403/12 ,  A61K31/506

摘要： A synthesis method for an aminopyrimidine FAK inhibitor compound, relating to the field of pharmaceutical synthesis. In the synthesis method, R 1 is hydrogen or a carboxylic acid protecting group, R 2 is selected from C 1 -C 6 alkyl or C 1 -C 6 deuterated alkyl, R 3 and R 4 are each independently selected from hydrogen or deuterium, and R 5 is selected from C 1 -C 6 alkyl or C 1 -C 6 deuterated alkyl. The synthesis method is simple to operate, and has low costs. The product prepared can obtain a high total yield (≥ 66%) and a high purity (≥ 99%), and the product yield and purity are superior to those in the prior art (in the prior art, the total yield is about 11%, and the purity is 99%). The synthesis method achieves excellent effects, can also successfully prepare a final product on kilogram scale, and is suitable for industrial production, having a good application prospect.