Potassium Carbonate → HCID 59565342, compound

Reaction equation

[C:1]([C:3]([NH:7][C:8](=[O:30])[CH:9]([S:28][CH3:29])[O:10][C:11]1[CH:12]=[C:13]2[C:18](=[C:19]([CH3:21])[CH:20]=1)[N:17]=[CH:16][C:15]([C:22]#[C:23][Si](C)(C)C)=[CH:14]2)([CH3:6])[CH2:4][F:5])#[N:2].C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])O.[Na+]>CO>[C:1]([C:3]([NH:7][C:8](=[O:30])[CH:9]([O:10][C:11]1[CH:12]=[C:13]2[C:18](=[C:19]([CH3:21])[CH:20]=1)[N:17]=[CH:16][C:15]([C:22]#[CH:23])=[CH:14]2)[S:28][CH3:29])([CH3:6])[CH2:4][F:5])#[N:2]

Participants

Procedure

A solution of N-(1-cyano-2-fluoro-1-methyl-ethyl)-2-methylsulfanyl-2-(8-methyl-3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetamide (685 mg) in methanol (20 mL) was added potassium carbonate (107 mg). The reaction mixture was stirred at room temperature for 15 minutes. The mixture was poured on a saturated solution of sodium hydrogencarbonate and extracted with ethyl acetate (thrice), dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude was purified by chromatography eluting with cyclohexane/ethyl acetate (7:3 by volume), to give N-(1-cyano-2-fluoro-1-methyl-ethyl)-2-(3-ethynyl-8-methyl-quinolin-6-yloxy)-2-methylsulfanyl-acetamide (476 mg) as a white solid.