Reaktion #44735

Reaktionsgleichung

ethyl acetate

6-chloro-N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-phenyl]pyrimidine-2,4-diamine

6-Chloro-N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]pyrimidine-2,4-diamine

3-[(2,4-dimethoxybenzyl)amino]propan-1-ol

TFA

→

3-[(2-Amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amino}-pyrimidin-4-yl)amino]propan-1-ol

Lösungsmittel

DCM

1-butanol

N-ethyl-diisopropylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeVolatile components are removed under reduced pressure
2. 2
   Sonstigethe residue is purified by preparative HPLC
3. 3
   SonstigeThe substrate obtained
4. 4
   Extraktionextracted with sat. sodium carbonate solution
5. 5
   TrocknenThe organic phase is dried over sodium sulfate
6. 6
   Sonstigethe solvent is removed under reduced pressure
7. 7
   SonstigeThe residue is purified by preparative HPLC

Vorschrift

78 mg (0.21 mmol) of 6-chloro-N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-phenyl]pyrimidine-2,4-diamine (from example 60), 190 mg (0.84 mmol) of 3-[(2,4-dimethoxybenzyl)amino]propan-1-ol in 1 ml of 1-butanol and 0.37 ml of N-ethyl-diisopropylamine are, in a closed pressure vessel, heated at 130° C. overnight. Volatile components are removed under reduced pressure, and the residue is purified by preparative HPLC. The substrate obtained is taken up in 2 ml of DCM, and 0.5 ml of TFA is added. The mixture is stirred at RT for 20 min and then poured into ethyl acetate and extracted with sat. sodium carbonate solution. The organic phase is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC.

Quelle