Ammonium Chloride → HCID 70663482, compound

Participants

Reaction Steps

To a suspension of N-(4-(4-fluoro-2-methoxyphenyl)pyridin-3-yl)-3-mercapto-N-methyl-5-(trifluoromethyl)benzamide (0.2 g, 458 μmol, example 216, intermediate a) in acetonitrile (4 mL) were added DIPEA (118 mg, 160 μL, 917 μmol) and methyl 3-bromopropanoate (91.8 mg, 60.0 μL, 550 μmol) and the clear and colorless solution was stirred at room temperature for 2.25 hours. The reaction mixture was poured on saturated aqueous NH4Cl solution and EtOAc and the layers were separated. The aqueous layer was extracted twice with EtOAc. The organic layers were filtered, treated with silica gel and evaporated. The compound was purified by silica gel chromatography on a 10 g column using an MPLC system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Colorless solid (0.178 g; 74%). MS (ESI): m/z=523.13 [M+H]+.

Provenance & Evidence