Reaktion #1169479

Reaktionsgleichung

hydrochloric acid

1,3-propanediol

sodium hydride

4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

→

4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture is reacted at 90° C. for two hours
2. 2
   Sonstigereacted at 130° C. for one hour
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   Waschenthe ethyl acetate layer is washed
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated to dryness under reduced pressure
7. 7
   SonstigeThe residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
8. 8
   Sonstigecrystallized from ethyl acetate/diisopropyl ether

Vorschrift

To 1,3-propanediol (7 ml) is added sodium hydride (60% dispersion-type, 312 mg), and thereto is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (707 mg). The reaction mixture is reacted at 90° C. for two hours, and then reacted at 130° C. for one hour. The reaction solution is acidified with 10% hydrochloric acid, and extracted with ethyl acetate, and the ethyl acetate layer is washed, dried, and concentrated to dryness under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and crystallized from ethyl acetate/diisopropyl ether to give 4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (315 mg) as crystals.

Quelle