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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 490116생성일: 2026년 10월 25일

Acetic Acid → 6-Methyl-3-(6-(methylsulfinyl)pyrimidin-4-yl)pyrazolo[1,5-a]pyrimidin-2-amine

https://huagongshe.com/reaction/490116

반응식

참여 물질

역할이름HCID투입량
반응물Acetic AcidHCID 176—
반응물m-Chloroperbenzoic acidHCID 70297—
반응물3-Ethoxy-2-methyl-2-propenalHCID 559198—
반응물4-(6-(methylthio)pyrimidin-4-yl)-1H-pyrazole-3,5-diamineHCID 57674529—
용매IsopropanolHCID 3776—
용매Ethyl AcetateHCID 8857—
용매Sodium HydroxideHCID 14798—
생성물6-Methyl-3-(6-(methylsulfinyl)pyrimidin-4-yl)pyrazolo[1,5-a]pyrimidin-2-amineHCID 5767459530%

반응 조건

온도160 °C

반응 단계

4-(6-(methylthio)pyrimidin-4-yl)-1H-pyrazole-3,5-diamine (1.0 g, 4.5 mmol) was combined with 3-ethoxy-2-methylacrylaldehyde (0.63 g, 5.3 mmol) in isopropanol (12 mL). Acetic acid (0.1 mL) was added to the reaction mixture which was then sealed in a microwave vessel and heated to 160° C. for 15 min. The reaction mixture was diluted with ethyl acetate (200 mL) and 1N NaOH (60 mL), the layers separated and the organic layer concentrated to 60 mL. This solution was cooled to 0° C. and 77% m-chloroperbenzoic acid (1.9 g, 8.5 mmol) was added. After 1 hr. a yellow precipitate formed which was filter off, washed with ethyl acetate and dried to give the product, 0.39 g, 30% yield. LCMS MH+289.29. H NMR (500 MHz, DMSO-d6) 9.02 (s, 1H) 8.91 (s, 1H), 8.88 (s, 1H), 8.54 (s, 1H), 7.14 (s, 2H), 2.91 (s, 3H), 2.34 (s, 3H).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07528138B2
출처 데이터셋uspto-grants-2009_05
ORD IDord-5c8de0bb817b4576a1026089a29adc09
출처 메모uspto-grants-2009_05