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HRID 2170321作成日:2026年10月26日

Ammonium Chloride → (S)-N-((S)-1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/2170321

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物(S)-N-((5-bromo-2-(methylthio)pyrimidin-4-yl)methylene)-2-methylpropane-2-sulfinamideHCID 90280277—
反応物HCID 178505920HCID 178505920—
溶媒TetrahydrofuranHCID 8028—
生成物(S)-N-((S)-1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamideHCID 90311859—
生成物(S)-N-((R)-1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamideHCID 90312182—

反応条件

温度-78 °C

反応手順

To a solution of (S)—N-((5-bromo-2-(methylthio)pyrimidin-4-yl)methylene)-2-methylpropane-2-sulfinamide (11C, 2.97 g. 8.8 mmol) in THF (18 mL) cooled to −78° C. was drop wise added 3,5-difluorobenzylmagnesium bromide (53 mL, 0.25 M in Ether, 13.3 mmol). After stirring at −78° C. for 10 min, NH4Cl (sat. aq.) (10 ml) was added to the reaction and warmed up to ambient temperature. Extracted with EtOAc and the organic layer was dried with Na2SO4(s). The solvent was removed and the residue was purified by flash column to yield the title compound (11E) and (S)—N—((S)-1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamide (11D). MS (m/z) 465.87 [M+H]+

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09050344B2
出典データセットuspto-grants-2015_06
ORD IDord-97b9b5562a724434b1cef4ba996c0ca4
出典メモuspto-grants-2015_06