関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Chloroform | HCID 6212 | — |
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | Cyclopropylboronic acid | HCID 2760897 | — |
| 反応物 | Ethyl 1-(5-bromopyridin-2-yl)-5-methylpyrazole-4-carboxylate | HCID 46739344 | — |
| 触媒 | Dichlorobis(tricyclohexylphosphine)pallium (II) | HCID 11050900 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | HCID 86692490 | HCID 86692490 | 88.9% |
反応手順
A suspension of 1-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (18 g) described in Reference Example 24 (2), cyclopropylboronic acid (9.96 g), dichlorobis(tricyclohexylphosphine)palladium (II) (2.14 g) and tripotassium phosphate (49.2 g) in 1,4-dioxane (120 ml) was stirred at 110° C. for 3 hours. After completion of the reaction, the mixture was allowed to cool, chloroform was added thereto, filtered through Celite, then, to the filtrate was added a saturated aqueous solution of ammonium chloride, and the mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated in vacuo. The obtained residue was purified with silica gel chromatography (n-hexane/ethyl acetate) to give 1-(5-cyclopropylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (14 g) as a yellow solid. MS (ESI) m/z: 272 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09150555B2 |
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| 出典データセット | uspto-grants-2015_10 |
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| ORD ID | ord-90b4a38957264d10b70d21734bacc4c0 |
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| 出典メモ | uspto-grants-2015_10 |
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