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HRID 402684作成日:2026年10月26日

Chloroacetyl chloride → propan-2-yl 2-(cyclohexylmethylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate

https://huagongshe.com/reaction/402684

反応式

関与物質

役割名称HCID仕込み量
反応物Chloroacetyl chlorideHCID 6577—
反応物PiperidineHCID 8082—
反応物CyclohexanemethylamineHCID 76688—
反応物Diisopropyl malonateHCID 83223—
反応物1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
反応物Isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylateHCID 51050080—
溶媒IsopropanolHCID 3776—
生成物propan-2-yl 2-(cyclohexylmethylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylateHCID 17845940920%

反応手順

A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, and aminomethylcyclohexane (0.063 mL, 0.48 mmol) in 2-propanol (2.0 mL) was stirred at ambient temperature for 14 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) and piperidine (0.0044 mL, 0.044 mmol) were added then the mixture was refluxed for further 8 days. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.036 g, y. 19%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08742113B2
出典データセットuspto-grants-2014_06
ORD IDord-20dde74e66a94bd095fda331e0a36e7d
出典メモuspto-grants-2014_06