化工社化工社 化学情報印刷レポート · 研究参考用
Hydrochloric Acid → 4-Fluoro-3-(6-isopropyl-quinolin-8-yl)-benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 1-Propanol | HCID 1031 | — |
| 反応物 | Quinoline | HCID 7047 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 3-Borono-4-fluorobenzoic acid | HCID 21865593 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Ammonium Chloride | HCID 25517 | — |
| 生成物 | 4-Fluoro-3-(6-isopropyl-quinolin-8-yl)-benzoic acid | HCID 21865543 | — |
反応手順
A mixture of Quinoline 1 (1.0 eq), the 3-dihydroxylboranyl-4-fluoro-benzoic acid from Step 1 (1.2 eq), Pd(PPh3)4 (0.05 eq) and aqueous Na2CO3 (2.0M; 4.0 eq) in propanol (0.1M) was stirred at 90° C. for 12 h. The resulting mixture was cooled to room temperature, poured in saturated aqueous NH4Cl, the pH was adjusted to 5 with HCl (10%) and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered. Upon concentration the desired compound crystallized and was isolated by filtration.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07144896B2 |
| 出典データセット | uspto-grants-2006_12 |
| ORD ID | ord-d250f205cf274b0fb1dbf8a9b43abdd5 |
| 出典メモ | uspto-grants-2006_12 |