関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Chloro-4-iodo-3-methylbenzonitrile | HCID 16731995 | — |
| 反応物 | (2S,3S)-N-tert-Butyloxycarbonyl-3-(tert-butyldimethylsilanyloxy)-2-((1R)-1-aminoethyl)pyrrolidine | HCID 68457944 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 触媒 | (S)-(R)-Ppfa | HCID 44630263 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | HCID 68459554 | HCID 68459554 | 18.2% |
反応手順
To a solution of 80D (137 mg, 0.40 mmol) in nitrogen degassed toluene (3 mL) at rt was added 2-chloro-4-iodo-3-methyl-benzonitrile (122 mg, 0.44 mmol), Cs2CO3 (260 mg, 0.80 mmol) and Pd2(dba)3 (7.3 mg, 0.008 mmol) and (S)—N,N-dimethyl-1-[(R)-2-(diphenyphosphino)ferrocenyl]ethylamine (11 mg, 0.024 mmol). The reaction was degassed with nitrogen for 30 min, sealed and heated at 140° C. for 2 h under microwave conditions. The mixture was cool to rt, diluted with hexane and filtered through a layer of celite. The filtrate was evaporated to give the crude product. Purification by flash chromatography (10 g ISCO silica gel cartridge, 0-20% EtOAc in hexane gradient) gave the title compound 80E (36 mg): MS (ES) m/z 345 [M+H]+; HRMS calcd for C25H41N3O3ClSi 494.2606, found 494.2606.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07772267B2 |
|---|
| 出典データセット | uspto-grants-2010_08 |
|---|
| ORD ID | ord-0e5e3028c98840dfb75095a0cd5c3dbc |
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| 出典メモ | uspto-grants-2010_08 |
|---|
