Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1021688생성일: 2026년 10월 25일
Sodium cyanoborohydride → 5-bromo-1-methyl-3-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one
https://huagongshe.com/reaction/1021688
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium cyanoborohydride | HCID 5003444 | — |
| 반응물 | 3-Oxetanone | HCID 15024254 | — |
| 반응물 | 5-Bromo-1-methyl-3-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one | HCID 58043785 | — |
| 반응물 | 5-Bromo-1-methyl-3-(5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)pyridin-2(1H)-one | HCID 58043794 | — |
| 촉매 | Zincchloride | HCID 3007855 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | DCM ether MeOH | HCID 22565053 | — |
| 생성물 | 5-bromo-1-methyl-3-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one | HCID 58044169 | 34% |
반응 단계
Compound 125i was synthesized using the same procedure as 101k, where 5-bromo-1-methyl-3-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one (125h) (250 mg, 0.78 mmol), and oxetan-3-one (600 mg, 8.3 mmol) in methanol (8 mL) were mixed. Sodium cyanoborohydride (148 mg, 3 mmol) and zinc chloride (165 mg, 1.5 mmol) in methanol (8 mL) was added, and the reaction was heated at 48° C. for 12 hours. Work-up and flash column chromatography (silica, 60:35:5 methylene chloride/diethyl ether/methanol) afford a 34% yield (100 mg) of 5-bromo-1-methyl-3-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one (125i) as a light green solid: MS (ESI+) m/z 382.1 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08716274B2 |
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| 출처 데이터셋 | uspto-grants-2014_05 |
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| ORD ID | ord-f48c534c80ab41bd9470d58749f399f7 |
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| 출처 메모 | uspto-grants-2014_05 |
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