Quinoline-4-carbonyl chloride hydrochloride → 1-cyclopentyl-3-ethyl-4-cyano-5-(4-quinolinecarboxamido)-1H-pyrazole
반응식
Cl.[N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12](Cl)=[O:13])=[CH:4][CH:3]=1.[CH:15]1([N:20]2[C:24]([NH2:25])=[C:23]([C:26]#[N:27])[C:22]([CH2:28][CH3:29])=[N:21]2)[CH2:19][CH2:18][CH2:17][CH2:16]1>>[CH:15]1([N:20]2[C:24]([NH:25][C:12]([C:5]3[C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[N:2]=[CH:3][CH:4]=3)=[O:13])=[C:23]([C:26]#[N:27])[C:22]([CH2:28][CH3:29])=[N:21]2)[CH2:16][CH2:17][CH2:18][CH2:19]1참가 물질
3
반응 조건
- 온도
- 250 °C
실험 절차
4-Quinolinecarboxylic acid chloride hydrochloride (3.8 g, 16.5 mmol) and 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carbonitrile (2.8 g, 13.7 mmol) were combined and heated in an oil bath at 250° C. for 7 minutes. The reaction mixture was cooled to room temperature and the obtained solid was collected by filtration on a glass frit and was washed with chloroform. The residue was recrystallized from ethyl acetate to afford 5.0 g (100%) of 1-cyclopentyl-3-ethyl-4-cyano-5-(4-quinoline-carboxamido)-1H-pyrazole as a white solid, m.p. 156°-161° C., after drying at 110° C. for 7 hours in high vacuum.