Reaktion #57171

Reaktionsgleichung

pyrrolidine

[4-(1-ethyl-4-{2-[4-(4-morpholinylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-3-yl)phenyl]amine

triethylamine

isopropenyl chloroformate

→

title product

Ausbeute 37.0%

N-[4-(1-ethyl-4-{2-[4-(4-morpholinylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-3-yl)phenyl]-1-pyrrolidinecarboxamide

Ausbeute 37.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction was concentrated in vacuo
2. 2
   workup.DISSOLUTIONredissolved in methylene chloride (20 mL)
3. 3
   Waschenwashed with water (2×10 mL)
4. 4
   SonstigeThe methylene chloride was evaporated
5. 5
   Sonstigeto give the crude
6. 6
   Sonstigeproduce which
7. 7
   Sonstigewas purified

Vorschrift

A solution of [4-(1-ethyl-4-{2-[4-(4-morpholinylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-3-yl)phenyl]amine (0.204 mmol) in tetrahydrofuran (1 mL) was treated with triethylamine (0.8 mmol) and isopropenyl chloroformate (0.3 mmol). The reaction was stirred for 3 h then pyrrolidine (2 mmol) was added and the reaction heated at 50° C. for 18 h. The reaction was concentrated in vacuo and redissolved in methylene chloride (20 mL) and washed with water (2×10 mL). The methylene chloride was evaporated to give the crude produce which was purified using a Gilson reverse phase HPLC to provide the title product (37%). ESMS [M+H]+: 576.2

Quelle