化工社化工社 化学情報印刷レポート · 研究参考用
Potassium Carbonate → 2-(3-{5-[4-(1,3-Dioxo-isoindol-2-yl)-butyl]-pyridin-2-yl}-propyl)-isoindole-1,3-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| 反応物 | N-(3-Buten-1-yl)phthalimide | HCID 339432 | — |
| 反応物 | 2-[3-(5-Bromo-pyridin-2-yl)-propyl]-isoindole-1,3-dione | HCID 18408963 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-(3-{5-[4-(1,3-Dioxo-isoindol-2-yl)-butyl]-pyridin-2-yl}-propyl)-isoindole-1,3-dione | HCID 18408985 | 76.2% |
反応手順
To a stirred solution of 3-3 (9.1 g, 45.4 mmol) in degassed THF (50 mL) at 0° C. was added dropwise a solution of 9-BBN (110 mL of 0.5M in THF, 55 mmol) and the mixture stirred for 18 hours at ambient temperature. K2CO3 (10.8 g, 77.4 mmol) and 3-2 (5.0 g, 17.4 mmol) were added, followed by a premixed and aged (70° C. for 30 min) suspension of Pd(OAc)2 (1.2 g, 5.2 mmol) and DPPF (3.2 g, 5.6 mmol) in degassed DMF (50 mL). The resulting mixture was stirred for 18 hours at 70° C., cooled, diluted with ethyl acetate, washed with water and brine, dried over MgSO4, and concentrated. The residue was chromatographed on silica gel (40-50% EtOAc/hexane) to give 6.2 g of 3-4 as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06472403B2 |
| 出典データセット | uspto-grants-2002_10 |
| ORD ID | ord-9f0785b893714f97b5a4052808061b31 |
| 出典メモ | uspto-grants-2002_10 |