HCID 178501250, compound → HCID 178501249, compound

Participants

Reaction Conditions

Reaction Steps

Zinc dust (1345 mg, 20.57 mmol) was added to a room temperature solution of methyl trans-4-(4-chloro-3-nitrophenylsulfonamido)cyclohexanecarboxylate (Intermediate 1, 775 mg, 2.057 mmol) in acetic acid (15.200 ml). The reaction was heated to 50° C. overnight, the filtered over celite and rinsed with acetic acid. The acetic acid was removed in vacuo at 60° C., and the residue was partitioned between EtOAc/sat'd NaHCO3. The aqueous layer was extracted with a second portion EtOAc, and the organic layers were combined then rinsed 1× brine, dry over MgSO4, filter, and concentrated to give the title compound as a solid (670 mg, 1.932 mmol, 94% yield). MS MH+ 347.1

Provenance & Evidence