Studies on the Syntheses of N-Heterocyclic Compounds. XXVI. Syntheses of Pyrido [3,4-d] pyridazine Derivatives. (3)

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概要

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• A new synthetic route to 1,4-dimorpholino-7-phenylpyrido [3,4-d] pyridazine (1), a potent diuretic, has been investigated. Chlorination and the subsequent dechlorination by catalytic hydrogenation of ethyl 3-cyano-2-oxo-6-phenyl-4 (1H)-pyridinecarboxylate (2) gave ethyl 3-cyano-6-phenyl-4-pyridinecarboxylate (6), which was also obtained by desulfurization of ethyl 3-cyano-6-phenyl-2-thioxo-4 (1H)-pyridinecarboxylate (3). 6 was led to 7-phenylpyrido [3,4-d] pyridazine-1,4 (2H, 3H)-dione (12), a key intermediate in the synthesis of 1,by way of cyclic imide (10) or anhydride (11). Several homologs of 1 could also be prepared by employing these procedures. Reactivity of the three chloro groups in 1,4,5-trichloro-7-phenylpyrido [3,4-d] pyridazine (18) towards nucleophilic substitution with morpholine is discussed.

• 公益社団法人日本薬学会の論文
• 1975-10-25

著者

• 伊藤 克己

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• 万木 庄次郎

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 岡 良和

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 万木 庄次郎

  武田薬品中研

• 伊藤 克巳

  武田薬品工業

• 伊藤 克已

  Central Research Division Takeda Chemical Industries Ltd.

• 多田 憲生

  Central Research Division, Takeda Chemical Industries, Ltd.

• 冨本 光美

  京大(医)衛生学

• 多田 憲生

  Central Research Division Takeda Chemical Industries Ltd.

• 大村 晴

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 多田 憲生

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 冨本 光美

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 伊藤 克己

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 三宅 昭夫

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 大村 晴

  Medicinal Research Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 岡 良和

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 三宅 昭夫

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

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