関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 3-Bromo-4-iodotoluene | HCID 626634 | — |
| 反応物 | 4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-(2,2,2-trifluoroethyl)piperidine | HCID 69024001 | — |
| 触媒 | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-(2'-Bromo-4'-methylbiphenyl-4-yl)-1-(2,2,2-trifluoroethyl)piperidine | HCID 69025923 | — |
反応手順
A mixture of 2-bromo-1-iodo-4-methylbenzene (0.764 g, 2.57 mmol), the title compound from Example 60 Step B (1.00 g, 2.71 mmol), dichloro bis(triphenylphosphine)palladium(II) (0.095 g, 0.135 mmol), sodium carbonate (5.42 mL of 1 M solution, 5.42 mmol) and MeCN (5.42 mL) was heated at 110° C. overnight. Organic layer was separated. Aqueous layer was extracted with hexanes-EtOAc. The organic layers were combined and concentrated. Silica gel flash chromatography eluting with hexanes:EtOAc (20:1 to 9:1 v/v) gave the title compound: LCMS m/z 414.0 [M+H+]; 1H NMR (500 MHz, CDCl3) δ 7.54 (s, 1 H),7.40 (d, J=8.1 Hz, 2 H), 7.31 (d, J=8.1 Hz, 2 H),7.26 (d, J=7.8 Hz, 1 H),7.20 (d, J=7.8 Hz, 1 H),3.16 (m, 2 H), 3.08 (q, J=9.8 Hz, 2 H),2.57 (m, 3 H),2.42 (s, 3 H).1.95-1.88 (m, 4 H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08895583B2 |
|---|
| 出典データセット | uspto-grants-2014_11 |
|---|
| ORD ID | ord-730c1701cb624e3c919fef31c05fc710 |
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| 出典メモ | uspto-grants-2014_11 |
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