참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrogen Peroxide | HCID 784 | — |
| 반응물 | Trifluoroiodomethane | HCID 16843 | — |
| 반응물 | 2-Amino-5-bromopyrazine | HCID 599539 | — |
| 촉매 | Bis(eta-cyclopentadienyl) iron | HCID 7611 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 용매 | Sodium chloride; water | HCID 57417360 | — |
| 생성물 | 5-Bromo-3-(trifluoromethyl)pyrazin-2-amine | HCID 71741359 | 28.9% |
반응 단계
To a solution of 2-amino-5-bromopyrazine (174 mg, 1 mmol) in DMSO (3 ml) stifling under Ar is added ferrocene (56 mg, 0.3 mmol) and degassed for 5 minutes with Ar. 2 ml of 1N H2SO4 in DMSO is added, followed by CF3I (0.276 ml, 3 mmol) in DMSO (2 ml), giving a slight yellow solution. 0.2 ml of 30% H2O2 is added slowly, causing the reaction to go from yellow to dark green in color. The reaction was heated to 50° C. for 2 hours under Ar. After cooling to room temperature, the reaction mixture is poured into brine, and product is extracted with EtOAc (4×20 ml). The combined organic fractions are dried with magnesium sulfate, filtered, then concentrated in vacuo. The crude material was purified by flash chromatography (SiO2, Biotage SNAP 10 g, 0-50% EtOAc/hept) which yields 70 mg of title compound; m/z 242.0, 244.0 (M, M+2H)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08658661B2 |
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| 출처 데이터셋 | uspto-grants-2014_02 |
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| ORD ID | ord-502cb32e004d458eacc41558af5f2121 |
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| 출처 메모 | uspto-grants-2014_02 |
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