Zhejiang Jiuzhou Pharmaceutical Co., Ltd.

Zhejiang Jiuzhou Pharmaceuticals Co., Ltd

Hongjun Gao

Daqing Che

Yuanqiang Li

Xianyi Zhang

Bin Zhang

Min Li

Pucha Yan

Yunyu Hua

Xiaowei Hu

The present invention relates to the technical field of ibrutinib, particularly to the technical field of ibrutinib intermediate compounds and preparation methods thereof. The intermediate compounds are represented by formula A, wherein, the dotted line represents a double bond or a single bond between carbon and oxygen. 

Ibrutinib intermediate compounds, preparation methods and uses thereof

Disclosed are a silodosin intermediate and a preparation method thereof. The silodosin intermediate has the structure shown by the formula (A). X is hydrogen or bromide and Ris hydrogen. The formyl group may be a group having the structure shown by the formula I. Ris a protecting group of carboxyl, and Ris 3-hydroxypropyl or a group having the structure shown by the formula II. W is a protecting group of hydroxyl. A compound of the formula (A) according to the present invention may further be used for preparing a compound having the structure shown by the formula (D). By means of the intermediate and the preparation method therefor provided by the present invention, high-purity optically pure silodosin can be obtained, and the optical purity is above 99%. 

Silodosin intermediate and preparation method therefor

Sitagliptin intermediate compounds of formula (f) and methods of preparation and use thereof are disclosed. Compounds of formula (f) are prepared by the following steps: compounds of formula (a) are subjected to electrophilic reaction with benzyl halides to form compounds of formula (b), which then react with compounds of formula (i) to form novel compounds of formula (e). Gignard agents formed from 2,4,5-trifluoro bromobenzene and magnesium metal react with compounds of formula (e) to afford compounds of formula (f), which are novel intermediates for the preparation of Sitagliptin intermediates of formula (g). Compounds of formula (f) are subjected to reduction by Pd/C, debenzylation, substitution of protecting group to form compounds of formula (g). Compounds of formula (a), (b), (i), (e), (f), and (g) have the following structures, in which R is protecting group of carboxyl and Ris (substituted) hydrocarbyl. 

Sitagliptin intermediate compounds, preparation methods and uses thereof

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Taizhou, China

Hongjun Gao