Reaktion #439190

Reaktionsgleichung

(3-amino-5,6-dimethyl-2-phenoxypyridin-4-ylamino]-2-methylpropan-2-ol

Ethoxyacetyl chloride

→

1-[2-(Ethoxymethyl)-6,7-dimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl]-2-methylpropan-2-ol

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for about 3 days with an intervening day
2. 2
   SonstigeThe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe resulting product dissolved in ethyl acetate
4. 4
   workup.ADDITIONcontaining sodium bicarbonate
5. 5
   ExtraktionThe resulting mixture was extracted with water
6. 6
   TrocknenThe resulting organic layer was dried with magnesium sulfate
7. 7
   Sonstigethe solvent was removed under reduced pressure
8. 8
   Temperaturthe product was cooled to about 5° C
9. 9
   SonstigeThe resulting solid was recrystallized from ethyl acetate
10. 10
    EinengenThe supernatant was concentrated under reduced pressure to the point of crystallization
11. 11
    Sonstigeresulting in a total of three fractions of crystals in the amounts of 1.500 g, 2.370 g, and 1.527 g

Vorschrift

To the product from Part F (1-[(3-amino-5,6-dimethyl-2-phenoxypyridin-4-ylamino]-2-methylpropan-2-ol was added 10 ml of pyridine. Ethoxyacetyl chloride (3.014 g) was added dropwise to the resulting mixture. The resulting solution was brought to reflux for about 3 days with an intervening day of cooling at about 5° C. The solvent was removed under reduced pressure, and the resulting product dissolved in ethyl acetate containing sodium bicarbonate. The resulting mixture was extracted with water. The resulting organic layer was dried with magnesium sulfate, the solvent was removed under reduced pressure, and the product was cooled to about 5° C. The resulting solid was recrystallized from ethyl acetate. The supernatant was concentrated under reduced pressure to the point of crystallization. This was repeated, resulting in a total of three fractions of crystals in the amounts of 1.500 g, 2.370 g, and 1.527 g, respectively.

Quelle