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HRID 1918881作成日：2026年10月26日
Bis(pinacolato)diborane → 1-Methyl-5-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-ylboronic acid
https://huagongshe.com/reaction/1918881
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Bis(pinacolato)diborane | HCID 2733548 | — |
| 反応物 | 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 | — |
| 反応物 | HCID 178476685 | HCID 178476685 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 1-Methyl-5-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-ylboronic acid | HCID 58044307 | 33% |
反応手順
To a solution of 5-bromo-1-methyl-3-(5-(oxetan-3-yl)-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyrazin-2-ylamino)pyridin-2(1H)-one 252a (1 g, 2.64 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (2 g, 7.92 mmol) in dioxane (40 mL) was added PdCl2(dppf) (215 mg, 0.26 mmol) and CH3COOK (776 mg, 7.92 mmol). The mixture was stirred at 100° C. for 6 h under argon atmosphere. After reaction the mixture was filtered and evaporated in vacuo. The residue was purified by reverse phase combiflash eluting with 0.3% NH4HCO3 in 1:3 water/CH3CN to give 143a as a white solid (300 mg, 33%). MS: (M+H)+ 346.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08618107B2 |
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| 出典データセット | uspto-grants-2013_12 |
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| ORD ID | ord-27f5a590d1dc4ae097f13bc9debe8d17 |
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| 出典メモ | uspto-grants-2013_12 |
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