Water → HCID 86613173, compound

Participants

Reaction Conditions

Reaction Steps

Prepare propane-2-sulfonic acid [2-(2′-cyano-5′-nitro-biphenyl-4-yl)-thiophen-3-yl]-amide in a manner analogous to the procedure set forth in Preparation 4. Add SnCl2.2 H2O (642 mg, 3.40 mmol) into a solution of propane-2-sulfonic acid [2-(2′-cyano-5′-nitro-biphenyl-4-yl)-thiophen-3-yl]-amide (279 mg, 0.654 mmol) in ethanol (6.54 mL). Heat the mixture at 90° C. for 3 h. Cool to room temperature. Concentrate to remove the solvent in vacuo. Dilute with dichloromethane, and add aqueous sodium bicarbonate solution to adjust pH to 8. Extract with with dichloromethane (3×100 mL) and dry the combined organic layers and concentrate to give a slightly colored solid. Purification by flash chromatography (Silica gel-Hexane/EtOAc 2:1) furnishes 212 mg, 0.534 mmol (82%) of title compound as a pale yellow solid. MS (m/e): 396.1 (M−1).

Provenance & Evidence