반응 #44735

반응 방정식

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

용매

DCM

1-butanol

N-ethyl-diisopropylamine

반응 조건

후처리

1. 1
   기타Volatile components are removed under reduced pressure
2. 2
   기타the residue is purified by preparative HPLC
3. 3
   기타The substrate obtained
4. 4
   추출extracted with sat. sodium carbonate solution
5. 5
   건조The organic phase is dried over sodium sulfate
6. 6
   기타the solvent is removed under reduced pressure
7. 7
   기타The residue is purified by preparative HPLC

실험 절차

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.

출처