関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 3-(Morpholine-4-carbonyl)phenylboronic acid | HCID 3602916 | — |
| 反応物 | 5-bromo-1H-pyrrolo[2,3-b]pyridine | HCID 10307932 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| 生成物 | (3-(1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)(morpholino)methanone | HCID 49830767 | 84% |
反応手順
A mixture of 5-bromo-1H-pyrrolo[2,3-b]pyridine (3 g, 15 mmol), 3-(morpholine-4-carbonyl)phenylboronic acid (4 g, 18 mmol), sodium bicarbonate (4 g, 46 mmol), and tetrakis(triphenylphosphine)palladium(0) in dioxane/water (100 mL/20 mL) was stirred at 110° C. for 15 hours. The mixture was then poured into ice water and extracted with ethyl acetate (3×). The organic layers were combined, dried over sodium, sulfate, filtered and concentrated to dryness. Silica gel chromatography of the crude product afforded (3-(1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)(morpholino)methanone (3.86 g, 84% yield) as yellow solids. MS: m/z 308.1 (M+H+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07906648B2 |
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| 出典データセット | uspto-grants-2011_03 |
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| ORD ID | ord-39ef08a617d241a08c6b67d31ff15851 |
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| 出典メモ | uspto-grants-2011_03 |
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