Potassium Carbonate → HCID 19802732, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 322 mg (0.81 mmol) of 3-butyl-4-(4-hydroxybenzyl)-5-(4-nitrobenzylthio) -(4H-1,2,4-triazole (Example 1, Step E), 278 mg (1.21 mmol) of methyl α-bromophenylacetate, 168 mg (1.22 mmol) of anhydrous K2CO3, and 3 ml of dry DMF was stirred under N2 at 60° C. for 24 hours. The mixture was concentrated in vacuo (oil pump, 50° C.), and the residue was partitioned between EtOAc and H2O. The organic solution was dried (MgSO4), filtered, and concentrated. The residual oil was chromatographed on a column of silica gel (elution with a gradient of 0.5-10% MeOH in CH2Cl2). TLC (97:3 CHCl3 -iPrOH and 98:2 CH2Cl2 -MeOH) and NMR were used to identify the appropriate product fractions, which were combined and concentrated to give the product as a gum.

Provenance & Evidence