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4-Bromo-2-fluorophenylisothiocyanate → Ethyl 2-[(4-bromo-2-fluorophenyl)amino]thieno[2,3-b]pyridine-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Bromo-2-fluorophenylisothiocyanate | HCID 2757003 | — |
| 反応物 | Ethyl 2-(2-chloropyridin-3-yl)acetate | HCID 15326671 | — |
| 生成物 | Ethyl 2-[(4-bromo-2-fluorophenyl)amino]thieno[2,3-b]pyridine-3-carboxylate | HCID 68923401 | — |
反応手順
Prepared from ethyl (2-chloropyridin-3-yl)acetate (D. H. Bremner et al., Synthesis, 1997, 949) (500 mg, 2.5 mmol) and 4-bromo-2-fluorophenyl isothiocyanate (580 mg, 2.5 mmol) by the method of Example 1. Title compound obtained as an off-white solid (390 mg, 40%). δH (DMSO-d6) 10.37 (1H, br s), 8.25 (1H, dd, J 1.4, 8.1 Hz), 8.19 (1H, d, J 4.8 Hz), 7.69 (1H, dd, J 1.8, 10.2 Hz), 7.56-7.45 (2H, m), 7.32 (1H, dd, J 4.5, 8.1 Hz), 4.35 (2H, q, J 7.1 Hz), 1.37 (3H, t, J 7.1 Hz). LCMS (ES+) RT 4.66 minutes, 395 (M(79Br)+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08604051B2 |
| 出典データセット | uspto-grants-2013_12 |
| ORD ID | ord-b2bd547c081b4e36a22ca3b233fb5be0 |
| 出典メモ | uspto-grants-2013_12 |