関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | N-(5-bromo(1,3-thiazol-2-yl))(2,6-difluorophenyl)carboxamide | HCID 54918070 | — |
| 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 | HCID 131733128 | HCID 131733128 | 12.4% |
反応手順
A mixture of N-(5-bromo(1,3-thiazol-2-yl))(2,6-difluorophenyl)carboxamide (31 mg, 0.1 mmol), 6-methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (14) (27 mg, 0.1 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 12 mg) and sodium carbonate (32 mg) in 0.5 ml DME, 0.5 ml EtOH and 0.2 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 purification to give 4.6 mg (2,6-difluorophenyl)-N-[5-(6-methylbenzoxazol-5-yl)(1,3-thiazol-2-yl)]carboxamide (50) as pale brown solid (yield: 11.9%; purity>90%). LC-MS: calcd. for C18H11F2N3OS2: 388 (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-b9800115d294414abf85515cd89d55b6 |
|---|
| 出典メモ | uspto-grants-2015_07 |
|---|
