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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 717117생성일: 2026년 10월 26일

Dimethyl Sulfoxide → Ethyl 2-(5-bromo-3-((tetrahydro-2H-pyran-4-yl)methylamino)pyrazin-2-ylamino)acetate

https://huagongshe.com/reaction/717117

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참여 물질

역할이름HCID투입량
반응물Dimethyl SulfoxideHCID 679—
반응물DiisopropylethylamineHCID 81531—
반응물4-AminomethyltetrahydropyranHCID 2773210—
반응물Ethyl 2-(3,5-dibromopyrazin-2-ylamino)acetateHCID 57550751—
용매MethanolHCID 887—
생성물Ethyl 2-(5-bromo-3-((tetrahydro-2H-pyran-4-yl)methylamino)pyrazin-2-ylamino)acetateHCID 8664464171.7%

반응 조건

온도150 °C

반응 단계

Ethyl 2-(3,5-dibromopyrazin-2-ylamino)acetate (2.00 g, 5.90 mmol), (tetrahydro-2H-pyran-4-yl)methanamine (0.713 g, 6.19 mmol), N,N-diisopropylethylamine (3.08 mL, 17.70 mmol) and dimethylsulfoxide (4 mL) were combined in a microwave vial with a stirbar and heated in a Biotage Emrys Optimizer microwave reactor at 150° C. for 1 h. The resulting mixture was transferred to a round bottom flask with methanol. The methanol and N,N-diisopropylethylamine were removed under reduced pressure and the residue purified using Biotage flash chromatography (5-100% ethyl acetate in hexane). Fractions containing the desired product were combined in a separatory funnel and washed twice with water and once with brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was dried under high vacuum at 50° C. to give impure desired product (1.578 g) as an amber waxy solid which was taken on to the next step without further purification. MS (ESI) m/z 373.4 [M]+, 375.4 [M+2]+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09193692B2
출처 데이터셋uspto-grants-2015_11
ORD IDord-a5a6ba67cf4a4effb6afb7c597c8de1f
출처 메모uspto-grants-2015_11