Reaktion #73528

Reaktionsgleichung

6-chloro-N-cyclopentylpyridine-3-sulfonamide

K2CO3

[(3-bromopropoxy)methyl]benzene

→

N-[3-(benzyloxy)propyl]-6-chloro-N-cyclopentylpyridine-3-sulfonamide

Ausbeute 105.1%

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   Waschenwashed successively with water (2×100 mL), saturated NaHCO3 solution (100 mL) and brine (100 mL)
3. 3
   Trocknendried over Na2SO4
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   Sonstigepurified by chromatography on a column of silica gel
6. 6
   Wascheneluting with a cyclohexane/EtOAc gradient of 0 to 10% EtOAc

Vorschrift

A mixture of 1 g (3.84 mmol) of 6-chloro-N-cyclopentylpyridine-3-sulfonamide, 1.32 g (9.59 mmol) of K2CO3 and 0.88 mL (4.99 mmol) of [(3-bromopropoxy)methyl]benzene in 8 mL of anhydrous DMF is heated for 12 hours at 40° C. After cooling to room temperature, the medium is taken up in 300 mL of EtOAc, washed successively with water (2×100 mL), saturated NaHCO3 solution (100 mL) and brine (100 mL), dried over Na2SO4 and then concentrated under reduced pressure and purified by chromatography on a column of silica gel, eluting with a cyclohexane/EtOAc gradient of 0 to 10% EtOAc. 1.65 g of N-[3-(benzyloxy)propyl]-6-chloro-N-cyclopentylpyridine-3-sulfonamide are thus obtained in the form of an oil.

Quelle