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HRID 75050作成日:2026年10月25日

Triethylamine → N-[6-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]norbornan-2-yl]pyrrolidine-1-carboxamide

https://huagongshe.com/reaction/75050

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物PyrrolidineHCID 31268—
反応物Diphenylphosphoryl azideHCID 123414—
反応物6-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]norbornane-2-carboxylic acidHCID 67285046—
溶媒TetrahydrofuranHCID 8028—
生成物N-[6-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]norbornan-2-yl]pyrrolidine-1-carboxamideHCID 67285331—

反応条件

温度95 °C

反応手順

To a solution of 6-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]norbornane-2-carboxylic acid, 72j, (0.030 g, 0.078 mmol) in THF (0.375 mL) was added triethylamine (0.032 mL, 0.234 mmol) and (azido(phenoxy)phosphoryl)oxybenzene (0.018 mL, 0.085 mmol). The reaction mixture was heated to 95° C. for 2.5 hours, cooled down to 5° C., and treated with pyrrolidine (0.010 mL, 0.117 mmol). The reaction was stirred for 3 days at room temperature. The reaction mixture was injected directly into a preparatory HPLC system for purification to provide the product as a racemic mixture. The single enantiomers were obtained by separation using SFC chiral purification to afford 5.7 mg of the desired product as well as 1.4 mg of the enantiomer.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08829007B2
出典データセットuspto-grants-2014_09
ORD IDord-aa97cbb4c5e741fc98e91b27da276cfd
出典メモuspto-grants-2014_09