Reaktion #8710

Reaktionsgleichung

4,6-dichloro-5-(2-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine

2-pyridin-2-yl-ethanesulfonic acid amide potassium salt

Triethylamine

→

2-pyridin-2-yl-ethanesulfonic acid [6-chloro-5-(2-methoxyphenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide

Ausbeute 38.0%

Lösungsmittel

DMSO

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed 4% aq. citric acid and water
2. 2
   ExtraktionThe aqueous phase was extracted three more times with EA
3. 3
   TrocknenThe organic phase was dried over MgSO4
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe crude product was purified by column chromatography on silica gel eluting with EA containing 0–10% methanol

Vorschrift

A solution of 4,6-dichloro-5-(2-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine (1.75 g, Referential Example 7) and 2-pyridin-2-yl-ethanesulfonic acid amide potassium salt (1.13 g) in DMSO (30 ml) was stirred at rt for 24 h. Triethylamine (657 mg) was added and stirring was continued for another 96 h before the mixture was diluted with ethyl acetate (150 ml) and washed 4% aq. citric acid and water. The aqueous phase was extracted three more times with EA. The organic phase was dried over MgSO4 and evaporated. The crude product was purified by column chromatography on silica gel eluting with EA containing 0–10% methanol to give 2-pyridin-2-yl-ethanesulfonic acid [6-chloro-5-(2-methoxyphenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide (950 mg) as a brown powder. LC-MS: tR=3.63 min, [M+1]+=498.31, [M−1]−=496.10.

Quelle