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HRID 589169作成日:2026年10月25日

Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one

https://huagongshe.com/reaction/589169

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物5-Bromopyrimidine-2-carbonitrileHCID 686546—
反応物HCID 178418573HCID 178418573—
生成物1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 5348806426%

反応手順

To a stirred solution of 5-bromo-2-cyanopyrimidine (600 mg, 3.26 mmol) in THF (40 mL) at −78° C. was added methylmagnesium bromide (1.4M solution, 7 mL, 9.78 mmol). The reaction mixture was stirred for an additional 20 minutes until LC/MS analysis indicated that the reaction was complete. Quenching with saturated NH4Cl, extraction with EtOAc and drying over MgSO4, afforded the crude residue which was purified by flash column chromatography, gradient elution (0 to 50%) hexane/ethyl acetate, to afford compound Int-2a as a white solid (170 mg, 26% yield). HPLC-MS tR=0.54 min (UV254 nm); mass calculated for formula C6H5BrN2O 199.96, observed LCMS m/z 201.0 (M+H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09227971B2
出典データセットuspto-grants-2016_01
ORD IDord-f16827ef7c29400dbd59ab2c26225c7d
出典メモuspto-grants-2016_01