Ethyl Acetate → 2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1S)-3-methoxycyclohexyl)pyrimidin-4-amine

関与物質

役割	名称	HCID	仕込み量
反応物	Ethyl Acetate	HCID 8857	—
反応物	2-[5-chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-3-yl]-5-fluoro-N-(3-methoxycyclohexyl)pyrimidin-4-amine	HCID 67285658	—
反応物	2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1S)-3-methoxycyclohexyl)pyrimidin-4-amine	HCID 68007568	—
触媒	Sodium Methoxide	HCID 10942334	—
溶媒	Tetrahydrofuran	HCID 8028	—
溶媒	Sodium chloride; water	HCID 57417360	—
生成物	2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1S)-3-methoxycyclohexyl)pyrimidin-4-amine	HCID 68007359	—

反応手順

To a solution of 2-[5-chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-3-yl]-5-fluoro-N-(3-methoxycyclohexyl)pyrimidin-4-amine, 27b, (0.08 g, 0.15 mmol) in THF were added a few drops of NaOMe. The reaction mixture was stirred at room temperature for 20 min. To the reaction mixture was added ethyl acetate and brine. The organic phase was separated, dried (MgSO4), filtered and concentrated in vacuo. The residue was dissolved in CH3CN/H2O and the mixture was purified by preparatory HPLC to afford 23 mg of the desired product, 552.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09345708B2
出典データセット	uspto-grants-2016_05
ORD ID	ord-1ed1ffdc0af947d1a0891d425a343594
出典メモ	uspto-grants-2016_05