関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 5-bromo-N-(2-chlorophenyl)thiophene-2-carboxamide | HCID 3508396 | — |
| 反応物 | 6-Methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole | HCID 66779583 | — |
| 反応物 | Brine ethyl acetate | HCID 131718255 | — |
| 触媒 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | N-(2-chlorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide | HCID 66778780 | 83.9% |
反応手順
A mixture of (5-bromo(2-thienyl))-N-(2-chlorophenyl)carboxamide (7, 21 mg, 0.07 mmol), 6-methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (14) (19 mg, 0.07 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 8 mg) and sodium carbonate (22 mg) in 0.5 ml DME, 0.5 ml EtOH and 0.25 ml water was heated under Ar in microwave reactor at 110° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC chromatography to furnish 22.6 mg of N-(2-chlorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide (17) as yellow solid (yield: 83.9%; purity>95%). LC-MS: calcd. for C19H13ClN2OS2: 385 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09079891B2 |
|---|
| 出典データセット | uspto-grants-2015_07 |
|---|
| ORD ID | ord-44f42b8851304829a8c71204b4db7b5a |
|---|
| 出典メモ | uspto-grants-2015_07 |
|---|
