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Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | 5-Bromopyrimidine-2-carbonitrile | HCID 686546 | — |
| 反応物 | HCID 178418573 | HCID 178418573 | — |
| 生成物 | 1-(5-Bromopyrimidin-2-yl)ethan-1-one | HCID 53488064 | 26% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09227971B2 |
| 出典データセット | uspto-grants-2016_01 |
| ORD ID | ord-f16827ef7c29400dbd59ab2c26225c7d |
| 出典メモ | uspto-grants-2016_01 |