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HRID 10542作成日:2026年10月25日

Stannous chloride dihydrate → 5-Amino-1-chloroisoquinoline

https://huagongshe.com/reaction/10542

反応式

関与物質

役割名称HCID仕込み量
反応物Stannous chloride dihydrateHCID 61436—
反応物1-Chloro-5-nitroisoquinolineHCID 459774—
溶媒Ethyl AcetateHCID 8857—
生成物5-Amino-1-chloroisoquinolineHCID 459771—

反応条件

温度70 °C

反応手順

A solution (40 ml) of 1-chloro-5-nitroisoquinoline (2.23 g, synthesized according to the method described in J. Med. Chem. 45, 3, 740 (2002)) in ethyl acetate was added with tin(II) chloride dihydrate (12.39 g, Wako Pure Chemical Industries) at room temperature and stirred with heating at 70° C. for 1 hour. The reaction mixture was cooled to room temperature, then added with ice (200 g) and stirred for 0.5 hour. The reaction mixture was filtered through Celite and extracted three times with ethyl acetate (200 ml for each time), and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to obtain the title compound (749 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07094789B2
出典データセットuspto-grants-2006_08
ORD IDord-c2c568e79a76424c86ebc38f97226234
出典メモuspto-grants-2006_08