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Phenyl pyridin-3-ylcarbamate → 4-Quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenyl pyridin-3-ylcarbamate | HCID 6935890 | — |
| 反応物 | 3-[(Piperazin-1-yl)methyl]quinoline | HCID 57880881 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 4-Quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide | HCID 11695941 | 80% |
反応手順
A solution of pyridin-3-yl-carbamic acid phenyl ester (0.3 g) and 3-piperazin-1-ylmethyl-quinoline (0.32 g) in DMSO (0.5 mL) was heated in a microwave reactor at 100° C. for 0.5 h. The reaction mixture was partitioned between DCM and water. The combined organic layers were washed with brine (3×), dried (Na2SO4), and concentrated. The residue was purified by column chromatography to yield the title compound as a beige solid (80%). 1H NMR (400 MHz, CDCl3): 8.92 (d, J=2.3 Hz, 1H), 8.72 (d, J=2.3 Hz, 1H), 8.28 (d, J=8.1 Hz, 1H), 8.23-8.21 (m, 1H), 8.13-8.10 (m, 2H), 7.84-7.82 (m, 1H), 7.74-7.70 (m, 1H), 7.59-7.55 (m, 1H), 7.37-7.34 (m, 2H), 3.77 (s, 2H), 3.64-3.62 (m, 4H), 2.62-2.59 (m, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530476B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-1da7301c91db417887e290fa42a65101 |
| 出典メモ | uspto-grants-2013_09 |