Reaktion #162045

Reaktionsgleichung

tert-butyl (3S)-3-[[2-[5-chloro-1-(p-tolylsulfonyl)pyrrolo[5,4-b]pyridin-3-yl]-5-fluoro-pyrimidin-4-yl]amino]piperidine-1-carboxylate

trifluoroacetic acid

→

desired product ( 1c )

(S)-2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(piperidin-3-yl)pyrimidin-4-amine

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture was concentrated under vacuo
2. 2
   workup.ADDITIONThe crude residue was diluted with EtOAc and neutralized with 1N sodium hydroxide solution
3. 3
   SonstigeThe aqueous phase was separated
4. 4
   Extraktionextracted again with EtOAc
5. 5
   TrocknenThe combined organic phases were dried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under vacuo

Vorschrift

To a solution of tert-butyl (3S)-3-[[2-[5-chloro-1-(p-tolylsulfonyl)pyrrolo[5,4-b]pyridin-3-yl]-5-fluoro-pyrimidin-4-yl]amino]piperidine-1-carboxylate, 1b, (2.1 g, 3.5 mmol) in CH2Cl2 (30 mL) was added trifluoroacetic acid (20 mL). After stirring the reaction mixture at room temperature for 75 min, the mixture was concentrated under vacuo. The crude residue was diluted with EtOAc and neutralized with 1N sodium hydroxide solution. The aqueous phase was separated and extracted again with EtOAc. The combined organic phases were dried (MgSO4), filtered and concentrated under vacuo to afford the desired product (1c) as a light yellow solid.

Quelle