1-(4-Pyridinylmethyl)-1H-pyrazol-3-amine → HCID 86644390、化合物
反応式
COC[C@H](C)O[C:6]1[CH:7]=[C:8]([CH:12]=[C:13](O[C@@H](C)CC2C=CC=CC=2)[CH:14]=1)[C:9]([OH:11])=O.[N:26]1[CH:31]=[CH:30][C:29]([CH2:32][N:33]2[CH:37]=[CH:36][C:35]([NH2:38])=[N:34]2)=[CH:28][CH:27]=1>S(Cl)(Cl)=O>[N:26]1[CH:31]=[CH:30][C:29]([CH2:32][N:33]2[CH:37]=[CH:36][C:35]([NH:38][C:9](=[O:11])[C:8]3[CH:7]=[CH:6][CH:14]=[CH:13][CH:12]=3)=[N:34]2)=[CH:28][CH:27]=1参加物
4
反応条件
- 温度
- 70 °C
実験手順
3-((S)-2-Methoxy-1-methyl-ethoxy)-5-((S)-1-methyl-2-phenyl-ethoxy)-benzoic acid (0.58 mmol) is dissolved in thionylchloride (1.1 ml) and heated to 70° C. for 1 hour. After cooling to RT, the solvent is removed in vacuo. The residue is dissolved in dichloromethane (1.2 ml) and ethyldiisopropylamine (150 μl) is added and 1-pyridine-4-ylmethyl-1H-pyrazole-3-ylamine (1.2 eq.) is added. The suspension is stirred 4 days at room temperature. The reaction solution is extracted with water. The organic layer is washed with water and brine and dried over MgSO4 and the solvent is removed in vacuo. 3-(S)-2-Methoxy-1-methyl-ethoxy)-5-(S)-1-methyl-2-phenyl-ethoxy)-N-(1-pyridine-4-ylmethyl-1H-pyrazole-3-yl)-benzamide (“A8”) is isolated after column chromatography as colorless oil in a yield of 17%; HPLC (method B): 3.17 min; LC-MS (method B): 1.98 min, 501.3 (M+H+);