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2-Fluoro-4-nitrophenol → 4-(2-Fluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-B]pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 4-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 11389493 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(2-Fluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-B]pyridine | HCID 21081636 | 43% |
反応手順
A mixture of 4-chloro-1H-pyrrolo[2,3-b]pyridine (457 mg, 3.0 mmol, prepared generally according to Thibault, C. et al. Org. Lett. 2003, 5, 5023) and 2-fluoro-4-nitrophenol (706 mg, 4.5 mmol), and N,N-diisopropylethylamine (580 mg, 4.5 mmol) in 1-methyl-2-prolidinone (NMP) (3 mL) was heated at 200° C. under microwave irradiation for 1 h. The mixture was diluted with ethyl acetate (150 mL), washed with sat. aq. KH2PO4 solution, and Na2CO3 (aq. 1 M), and dried over Na2SO4. The product was purified by flash column chromatography (silica gel, eluting with CH2Cl2 to 30% EtOAc/CH2Cl2) to afford the desired compound (350 mg, 43%) as a brown solid. MS(ESI+) m/z 274 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07547782B2 |
| 出典データセット | uspto-grants-2009_06 |
| ORD ID | ord-5ffead6607a4419bbad437aaae37cc4d |
| 出典メモ | uspto-grants-2009_06 |