関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 2-Bromopyridine | HCID 7973 | — |
| 反応物 | Ethyl 4-chloro-8-(trifluoromethyl)quinoline-3-carboxylate | HCID 725465 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (4-Chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone | HCID 66913162 | 37.1% |
反応手順
2-Bromopyridine (0.74 mL, 7.90 mmol) was taken into THF (30 mL) and cooled to −78° C. Then BuLi (4.8 mL, 7.90 mmol, 1.6 M solution in hexane) was added dropwise and then stirred for 30 minutes. Next, 4-Chloro-8-(trifluoromethyl)-3-quinolinecarboxylic acid ethyl ester (2.0 g, 6.58 mmol) in THF (10 mL) was added rapidly and stirred at −78° C. for 4 hours. The reaction was poured into water/saturated NH4Cl solution and then extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered and concentrated. The resulting material was purified via column chromatography using 15% ethyl acetate in hexane as the eluent to yield 0.823 g of (4-chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07576215B2 |
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| 出典データセット | uspto-grants-2009_08 |
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| ORD ID | ord-1c791553cc134315ab75db10bb4b34e4 |
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| 出典メモ | uspto-grants-2009_08 |
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