4-Methylmorpholine → benzenesulfonyl-acetic acid N'-[2-(4-iodo-phenyl)-acetyl]-hydrazide

Participants

Reaction Conditions

Reaction Steps

A solution of 1 g (4.7 mmol) of benzenesulfonyl-acetic acid hydrazide (example 74.1) in 4 mL of THF was treated with 391 mg (4.7 mmol) of iodophenylacetic acid, 126 mg (0.93 mmol) of 1-hydroxybenzotriazole and 2.8 g (28 mmol) of N-methylmorpholine. The mixture was stirred during 15 min at 0° C., treated with 1.25 g (6.5 mmol) of EDCI and stirred during 12 hrs. The crude was treated with diluted aqueous NH4Cl and extracted twice with EtOAc. Drying of the combined organic layers over Na2SO4, filtration and evaporation gave 2 g (93%) of benzenesulfonyl-acetic acid N′-[2-(4-iodo-phenyl)-acetyl]-hydrazide as a brown oil, MS: 266 (MH+)

Provenance & Evidence