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Picolinic acid → 4-Amino-2-methyl-N-(4-{[(2-pyridinylcarbonyl)amino]methyl}phenyl)-6-quinolinecarboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Picolinic acid | HCID 1018 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | PyBroP | HCID 2733179 | — |
| 反応物 | 4-{[(4-Amino-2-methyl-6-quinolinyl)carbonyl]amino}benzylamine | HCID 17864630 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-Amino-2-methyl-N-(4-{[(2-pyridinylcarbonyl)amino]methyl}phenyl)-6-quinolinecarboxamide | HCID 9978986 | 36% |
反応手順
To a solution of 27 mg (0.05 mmol) 4-amino-N-[4-(aminomethyl)phenyl]-2-methyl-6-quinolinecarboxamide, 7 mg (0.1 mmol) 2-pyridinecarboxylic acid, and 0.028 ml (0.2 mmol) triethylamine in 2 ml DMF was added 36 mg (0.75 mmol) PyBrop and stirred at room temparature for 1 d. After evaporation of the solvent the residue was purified by HPLC and lyophilized to yield 7.4 mg (23%) of the title compound. MS 412.3 (M+1)+, 1H-NMR (DMSO-d6) δ 2.60 (s, 3H), 4.47 (d, 2H), 6.64 (s, 1H), 7.33 (d, 2H), 7.60 (m, 1H), 7.70 (d, 2H), 7.86 (d, 1H), 8.00 (t, 1H), 8.04 (t, 1H), 8.35 (d, 1H), 8.65 (m, 1H), 8.94 (s, 1H), 8.98 (br. 2H), 9.32 (t, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07235558B2 |
| 出典データセット | uspto-grants-2007_06 |
| ORD ID | ord-08aad40b875448d093109747916d5a6b |
| 出典メモ | uspto-grants-2007_06 |