(5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester → 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-methoxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea
반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][C@H:13]([NH2:17])[CH2:14][O:15][CH3:16])[CH2:8]2)=[CH:4][CH:3]=1.C1([O:26][C:27](=O)[NH:28][C:29]2[N:30]([CH3:36])[N:31]=[C:32]([CH2:34][CH3:35])[CH:33]=2)C=CC=CC=1>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][C@H:13]([NH:17][C:27]([NH:28][C:29]3[N:30]([CH3:36])[N:31]=[C:32]([CH2:34][CH3:35])[CH:33]=3)=[O:26])[CH2:14][O:15][CH3:16])[CH2:8]2)=[CH:18][CH:19]=1참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
실험 절차
A solution of (S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-methoxymethyl-propylamine (1.6 g, 5.6 mmol) and (5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester (1.65 g, 6.7 mmol, see preparation below) in DMSO (7 ml) is stirred at ambient temperature for 4 hours, then partitioned between water and ethylacetate. The organic phase is washed again with water, dried over MgSO4 and evaporated. The crude product is purified by flash silica chromatography (elution with a 5:95 methanol/dichloromethane) to afford 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-methoxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea. [M+H] 436.37.