Stannous chloride dihydrate → HCID 69021256, compound

Participants

Reaction Conditions

Reaction Steps

Add tin (II) chloride dihydrate (669 mg, 3.54 mmol) into a solution of 3-[4-(3-nitro-pyridin-2-yl)-phenyl]-4-cyano-5-ethyl-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (275 mg, 0.681 mmol, prepared in example E-38) in ethanol. Heat the mixture at 90° C. for 3 hours. Concentrate the reaction to remove ethanol. Dilute the residue with methylene chloride and H2O. Adjust the pH to 8 by adding saturated aqueous NaHCO3 solution. Extract with methylene chloride (2×30 mL) and EtOAc (2×30 mL). Combine the organic extracts, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. Purify the residue by flash chromatography (elution with 17% acetone in hexanes) to provide the title compound as yellow solid (153 mg, 0.409 mmol, 60%). Mass spectrum (m/e): 375.1 (M+1). Rf=0.1 (17% of acetone in hexanes).

Provenance & Evidence