関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| 反応物 | Tert-butyl (6-bromopyridin-2-YL)carbamate | HCID 13040380 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| 生成物 | [6-(4-Cyano-phenyl)-pyridin-2-yl]carbamic acid tert-butyl ester | HCID 67133691 | 60% |
反応手順
A mixture of 4-cyanobenzeneboronic acid (7.35 g, 50 mmol), (6-bromo-pyridin-2-yl)carbamic acid tert-butyl ester (13.8 g, 50 mmol), Pd(Ph3P)4 (5.8 g, 0.15 mmol) and K2CO3 (10.4 g, 75 mmol) in DMF/H2O (1:1, 250 mL) was stirred under argon at 80° C. overnight. DMF was evaporated off under reduced pressure and the residue was dissolved in EtOAc (200 mL). The mixture was washed with water and brine, dried over Na2SO4, and concentrated to dryness. The residue was purified by column (Petroleum Ether/EtOAc 50:1) on silica gel to give [6-(4-cyano-phenyl)-pyridin-2-yl]carbamic acid tert-butyl ester (7.0 g, 60%). 1H NMR (300 MHz, CDCl3) δ 8.02-8.07 (m, 2H), 7.95 (d, J=8.4 Hz, 1H), 7.71-7.79 (m, 3H), 7.37-7.44 (m, 2H), 1.53 (s, 9H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07741321B2 |
|---|
| 出典データセット | uspto-grants-2010_06 |
|---|
| ORD ID | ord-9b770c73625e402597b9ac1143f7c667 |
|---|
| 出典メモ | uspto-grants-2010_06 |
|---|
