Chugai Seiyaku Kabushiki Kaisha

Yukio Suzuki

Takenori Ishizawa

Hiroharu Matsuoka

Tadakatsu Takahashi

Nobuaki Kato

Noriaki Maruyama

Masashi Watanabe

Vladimir A Khlebnikov

There is provided a compound represented by the general formula (1): wherein Het represents an optional substituted heterocylic group Aand Aeach independently represent &#x2014;CH&#x2550;, etc.; Arepresents &#x2014;CH&#x2014;, etc.; Rrepresents a 4-fluorophenyl group, etc.; Rrepresents an alkyl group; n represents 0, 1 or 2, provided that when Aand Aboth are &#x2014;CH&#x2550;, Arepresents &#x2014;CH&#x2014; or &#x2014;SO&#x2014;, which is an indole derivative or a mono- or diazaindole derivative that has COX-2 inhibitory activity and is useful as a pharmaceutical, such as an anti-inflammatory agent, or addition salts thereof with a pharmaceutically acceptable acid or base, or hydrates thereof.

Indole derivative having heterocycle and mono- or diazaindole derivative

There is provided a compound represented by the general formula (1):wherein Het represents an optional substituted heterocylic group Aand Aeach independently represent &#x2014;CH&#x2550;, etc.; Arepresents &#x2014;CH&#x2014;, etc.; Rrepresents a 4-fluorophenyl group, etc.; Rrepresents an alkyl group; n represents 0, 1 or 2, provided that when Aand Aboth are &#x2014;CH&#x2550;, Arepresents &#x2014;CH&#x2014; or &#x2014;SO&#x2014;, which is an indole derivative or a mono- or diazaindole derivative that has COX-2 inhibitory activity and is useful as a pharmaceutical, such as an anti-inflammatory agent, or addition salts thereof with a pharmaceutically acceptable acid or base, or hydrates thereof.

Heterocyclic indole derivatives and mono- or diazaindole derivatives

Starting, for example, from 1-fluoro-2-fluoromethyl-3-butyn-2-yl 4-trifluoromethylphenyl; ether, N-(2-cyanoethyl)-5-fluoro-4-fluoromethyl-4-(4-trifluoromethylphenoxy)-2-pentynamide is produced and then cyclized to synthesize 2,2-bis(fluoromethyl)-N-(2-cyanoethyl)-6-trifluoromethyl-2H-1-benzopyran-4-carboxamide. The invention processes for producing 4-substituted benzopyran derivatives involve fewer steps, feature greater safety and allow for easier purification than the prior art processes.

Processes for the preparation of 4-substituted benzopyran derivatives

Growing community of inventors

Gotenba, Japan

Yukio Suzuki