Water → HCID 66611679, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 350 mg (1.10 mmol) of the compound of Example 17A in 50 ml of acetonitrile was cooled to −15° C., and a solution of 191 μl (2.19 mmol) of chlorosulphonyl isocyanate in 10 ml of acetonitrile was added dropwise. After 5 min, 50 ml of water were added and the mixture was heated at 60° C. for 4 h. After cooling to RT, 50 ml of a saturated aqueous sodium bicarbonate solution were added and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulphate and freed from the volatile components on a rotary evaporator. 5 ml of a 4 N solution of hydrogen chloride in dioxane were added to the residue, and the mixture was stirred for 5 min Once more, the volatile components were then removed on a rotary evaporator. The residue (385 mg) corresponded to the crude title compound in a purity of about 60% according to LC/MS (about 70% of theory); this material was reacted further without purification.

Provenance & Evidence