Daiichi Sankyo Company, Limited

Daiichi Pharmaceutical Co., Ltd.

Yuichiro Tani

Makoto Muto

Yutaka Kitagawa

Toshiaki Jyono

Koji Sato

Toshifumi Akiba

Tatsuru Saito

Keiji Nakayama

Kenji Sakuratani

Tsutomu Yagi

Toshiaki Jouno

The present invention provides a method for producing a 1-biphenylmethylimidazole compound having superior angiotensin II receptor antagonistic activity, or an intermediate thereof. The present invention provides a method for producing a compound having the formula (5) (R, R: H, an alkyl group) by oxidizing a compound having the formula (1) (R: H, an alkyl group) using an oxidizing agent in the presence of a radical initiation reagent, and then reacting with an ammonia-generating reagent and a compound having the formula RCHO(R: H, an alkyl group) or a compound having the formula RC(OR)(R: H, an alkyl group; R: an alkyl group). 

Method for producing 1-biphenylmethylimidazole compound

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent.

Method for producing asymmetric tetrasubstituted carbon atom-containing compound

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. Specifically, the invention provides a method for producing a compound of formula (2): wherein n is an integer of 2 to 5; Ris a (substituted) alkyl group or a (substituted) aryl group; and Rrepresents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group).

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. The invention provides a method for producing a compound represented by formula (2): (wherein n is an integer of 2 to 5; Rrepresents a (substituted) alkyl group or a (substituted) aryl group; and Rrepresents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group), which includes treating a compound represented by formula (1): (wherein n, R, and Rare the same as defined above; and Rrepresents a hydrogen atom, a (substituted) alkyl group, or a (substituted) aralkyl group) under a hydrogen gas atmosphere in the presence of a metallic catalyst.

A method of producing 2-fluorocyclopropane-1-carboxylic acid ester, which comprise by allowing a compound represented by the following formula (1): wherein X represents a chlorine atom, a bromine atom or an iodine atom; and Rrepresents an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an aralkyl group composed of an aryl group having 6 to 12 carbon atoms and an alkylene group having 1 to 6 carbon atoms; to react with a reducing agent in the presence of a phase transfer catalyst. According to the production method of the present invention, the reaction time of dehalogenation can be greatly shortened.

Process for reductive dehalogenation

A process for preparing intermediate compound (VII), compound (VIII) and compound (XIV) which will be raw materials for the synthesis of a synthetic antibactrial compound, via compound (I) or compound (X) and then, compound (II), the compounds each being shown below; and novel compounds useful for the preparation. 

Processes for preparation of bicyclic compounds and intermediates therefor

This invention relates to methods for the efficient production of quinolonecarboxylic acid based synthetic antibacterial agents which are expected for applications such as excellent medicaments and agricultural chemicals and to intermediate compounds to be used therein. According to the present invention, an amine substituent as the 7-position substituent of the quinolonecarboxylic acid derivative can be efficiently introduced.

Growing community of inventors

Edogawa-ku, Japan

Yuichiro Tani