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HRID 246644作成日：2026年10月25日
methyl 2-bromo-5-(pivaloyloxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylate → methyl 2-(6-chloro-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate
https://huagongshe.com/reaction/246644
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | methyl 2-bromo-5-(pivaloyloxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylate | HCID 86677991 | — |
| 反応物 | 6-chloro-3-(tributylstannyl)-1H-indazole | HCID 178448229 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | methyl 2-(6-chloro-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate | HCID 71280196 | 85.7% |
反応手順
A mixture of methyl 2-bromo-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate (0.26 g, 0.7 mmol), 6-chloro-3-(tributylstannyl)-1H-indazole (0.31 g, 0.7 mmol), Pd(PPh3)4 (81 mg, 0.07 mmol) and CuI (27 mg, 0.14 mmol) in dry DMF (3 mL) was heated to 90° C. for 3 hours. Product was extracted with ethyl acetate (60 mL), and organic phase washed with water (3×10 mL) and brine (2×10 mL), dried over Na2SO4, filtered and concentrated to afford methyl 2-(6-chloro-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate (265 mg, crude) as a brown oil. LCMS: (M+H)+=442.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08658646B2 |
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| 出典データセット | uspto-grants-2014_02 |
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| ORD ID | ord-bb723ae048e0440587d99b56e65766bf |
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| 出典メモ | uspto-grants-2014_02 |
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