関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-Bromo-1-phenyl-1H-pyrazole | HCID 786811 | — |
| 反応物 | 2-Thiopheneboronic acid | HCID 2733960 | — |
| 溶媒 | 2-Methylbenzyl alcohol | HCID 6994 | — |
| 生成物 | 1-phenyl-4-(thiophen-2-yl)-1H-pyrazole | HCID 86303657 | 27.6% |
反応手順
4-Bromo-1-phenyl-1H-pyrazole (150 mg, 0.672 mmol), thiophen-2-ylboronic acid (296 mg, 2.31 mmol), PEPPSI-iPr (13.6 mg, 0.062 mmol), and K2CO3 (480 mg, 3.48 mmol) were combined in toluene-methanol (1:1) (2 ml). The reaction mixture was heated under microwave at 80° C. for 10 minutes. The reaction mixture was then filtered and washed with toluene-methanol (5 ml), and the filtrate was concentrated. The crude mixture was then column purified using 15-20% ethyl acetate/hexane to yield 1-phenyl-4-(thiophen-2-yl)-1H-pyrazole (42 mg, yield 27%). The HPLC purity of the final product was 99.32%. LC-MS [M+H] 227 (C13H10N2S+H expected 227.06). The 1H-NMR spectra was in accordance with the chemical structure.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09173401B2 |
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| 出典データセット | uspto-grants-2015_11 |
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| ORD ID | ord-a8ce2f9bd9874f59a0cb959843098fe4 |
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| 出典メモ | uspto-grants-2015_11 |
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