関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-benzyloxy-5-tributylstannanyl-1H-pyrazole | HCID 10479501 | — |
| 反応物 | Methyl 2-amino-5-iodo-4-(trifluoromethyl)benzoate | HCID 53436880 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | HCID 59164449 | HCID 59164449 | 31% |
反応手順
To a solution of 2-amino-4-trifluoromethyl-5-iodo-benzoic acid methyl ester (750 mg, 2.17 mmol) in dioxane (15 mL) were added 1-benzyloxy-5-tributylstannanyl-1H-pyrazole (1.24 g, 2.60 mmol) and Pd(dppf)2Cl2 (177 mg, 0.217 mmol) and the resulting mixture was stirred at 100° C. for 16 h. An additional portion of catalyst (0.1 equiv) was added and the mixture was stirred at 100° C. for an additional 24 h. The solvent was removed in vacuo to afford a dark oil. The crude product was purified by flash chromatography (silica gel, EtOAc/hexanes (0:100 to 50:50)) to provide the title compound as an off-white solid (263 mg, 31%). ES-MS: m/z 392.3 [M+H]+, rt 6.48 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08513268B2 |
|---|
| 出典データセット | uspto-grants-2013_08 |
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| ORD ID | ord-d6490b6e204a4c7ba4cefb87584fb798 |
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| 出典メモ | uspto-grants-2013_08 |
|---|
