Water → HCID 66611538, compound

A solution of 387 mg (1.21 mmol) of the compound of Example 12A in 19.3 ml of acetonitrile was cooled to −15° C., and 148 μl (1.70 mmol) of chlorosulphonyl isocyanate were added. After 5 min, 10 ml of water were added and stirring of the reaction mixture was continued at 60° C. overnight. After cooling to RT, 10 ml of a saturated aqueous sodium bicarbonate solution were added. The mixture was extracted four times with ethyl acetate. The combined organic phases were dried over sodium sulphate and freed from the solvent 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 (300 mg, about 90% pure) corresponded to the title compound and was reacted further without further purification.

1. waitwas continued at 60° C. overnight
2. extractionThe mixture was extracted four times with ethyl acetate
3. dry with materialThe combined organic phases were dried over sodium sulphate
4. customfreed from the solvent on a rotary evaporator
5. addition5 ml of a 4 N solution of hydrogen chloride in dioxane were added to the residue
6. stirringthe mixture was stirred for 5 min Once more
7. customthe volatile components were then removed on a rotary evaporator
8. customwas reacted further without further purification

ORD record

ord-bb786802ff684a09942c9f4c41da85d0

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09180120B2