Reaktion #2366316

Reaktionsgleichung

ethyl acetate

3-fluoro-4-[3-methyl-4-(2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol

DIPEA

methyl bromoacetate

→

{4-[6-(2-Fluoro-4-hydroxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl]-2,2,5,5-tetramethyl-piperazin-1-yl}acetic acid methyl ester

Lösungsmittel

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated in a microwave reactor for 3 h at 120° C
2. 2
   SonstigeThe phases were separated
3. 3
   Extraktionthe aqueous phase was extracted with ethyl acetate twice
4. 4
   TrocknenThe combined organic phases were dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeAfter purification by preparative HPLC (C18 column, acetonitrile/water gradient) 12 mg (37%) of the title compound
8. 8
   Sonstigewere obtained

Vorschrift

To a solution of 30 mg of 3-fluoro-4-[3-methyl-4-(2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol in 1 ml of dry THF were added 13 mg of DIPEA and 11 mg of methyl bromoacetate. The reaction was stirred at r.t. for 2 h and then heated in a microwave reactor for 3 h at 120° C. Then ethyl acetate and water were added and the pH was adjusted to 7-8. The phases were separated and the aqueous phase was extracted with ethyl acetate twice. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. After purification by preparative HPLC (C18 column, acetonitrile/water gradient) 12 mg (37%) of the title compound were obtained.

Quelle