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Cesium carbonate → 2-(6-Bromopyridin-3-yl)pyrimidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Bromopyrimidine | HCID 78345 | — |
| 反応物 | 2-Bromopyridine-5-boronic acid | HCID 2762706 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | MeOH toluene water | HCID 70394911 | — |
| 生成物 | 2-(6-Bromopyridin-3-yl)pyrimidine | HCID 53486981 | — |
反応手順
A mixture of 2-bromopyrimidine (0.43 g, 2.70 mmol), 2-bromopyridine-5-boronic acid (0.55 g, 2.72 mmol), tetrakis(triphenylphosphine)palladium(0) (300 mg, 0.259 mmol), cesium carbonate (1.15 g, 3.03 mmol) was stirred in MeOH/toluene/water (15 ml, 1/1/1) at reflux temperature overnight. The reaction was cooled to room temperature and diluted with EtOAc (200 ml) and water (50 ml). The organic layer was separated, dried over MgSO4, filtered and solvent evaporated yielding a residue which was purified on silica gel eluting with 25% v/v EtOAc/hexanes yielding product 76 as white solid. (0.55 g, 85%) ESMS (MH, 236).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08546404B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-3b030c67ac524dd68b2377a2e3658020 |
| 出典メモ | uspto-grants-2013_10 |