Reaktion #73939

Reaktionsgleichung

3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride

intermediate 1.6

3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride

DIEA

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanamine

→

title compound

N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide

Lösungsmittel

chloroform

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with NaHCO3 (50 mL)
2. 2
   ExtraktionThe aqueous layer was extracted with DCM (2×50 mL)
3. 3
   Waschenthe combined organic fractions washed with water (200 mL), brine (200 mL)
4. 4
   Trocknendried over Na2SO4
5. 5
   SonstigeRemoving the solvent

Vorschrift

To a solution of 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride (intermediate 1.6) (600 mg, 1.41 mmol) in chloroform (2.82 mL) was added DIEA (545.7 mg, 4.24 mmol) and 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanamine (616.3 mg, 2.82 mmol). The reaction was stirred overnight at which point the mixture was diluted with 50 mL DCM and washed with NaHCO3 (50 mL). The aqueous layer was extracted with DCM (2×50 mL) and the combined organic fractions washed with water (200 mL), brine (200 mL), and dried over Na2SO4. Removing the solvent gave the title compound as an oil which was used without further purification.

Quelle