Sodium ethoxide → HCID 44599644, compound
Reaction equation
[O-]CC.[Na+].C([O:7][C:8](=[O:39])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][C:19]2[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][CH2:29][CH2:30]Cl)=[O:27])=[CH:21][C:20]=2[CH2:32][S:33][CH2:34][C:35]([F:38])([F:37])[F:36])[CH:11]=1)C>CCO>[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][C:8]([OH:7])=[O:39])=[CH:11][C:12]=1[O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][NH:28][C:26]2=[O:27])=[CH:21][C:20]=1[CH2:32][S:33][CH2:34][C:35]([F:37])([F:36])[F:38]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 65 °C
Procedure
Sodium ethoxide (20% wt/v; 2.27 mL, 0.187 mmol) was added to a solution of {3-[4-[3-(2-chloro-ethyl)-ureido]-2-(2,2,2-trifluoro-ethylsulfanylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester (0.050 g, 0.094 mmol) in EtOH (5 mL). The reaction was stirred at 65° C. overnight, and then partitioned between EtOAc and H2O. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by preparative HPLC to give Compound 57.