반응 #42071

반응 방정식

4-Methyl-3-[4-(5-pyrimidinyl)pyrimidin-2-ylamino]aniline

N,N-diisopropyl-N-ethylamine

1H-benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate

4-[(S)-3-(t-butoxycarbonylamino)-2-oxopyrrolidin-1-ylmethyl]-3-trifluoromethylbenzoic acid

→

objective compound

4-[(S)-3-(t-butoxycarbonylamino)-2-oxopyrrolidin-1-ylmethyl]-3-trifluoromethyl-N-{4-methyl-3-[4-(5-pyrimidinyl)pyrimidin-2-ylamino]phenyl}benzamide

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 18 hours
2. 2
   추출followed by extraction with ethyl acetate
3. 3
   세척The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and water
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
6. 6
   기타the residue was purified by silica gel column chromatography

실험 절차

Eight hundred mg of 4-[(S)-3-(t-butoxycarbonylamino)-2-oxopyrrolidin-1-ylmethyl]-3-trifluoromethylbenzoic acid (Reference Example 17) was dissolved in 7 ml of anhydrous N,N-dimethylformamide, and 0.67 ml of N,N-diisopropyl-N-ethylamine and 1.00 g of 1H-benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate (PyBOP) were added in turn, followed by stirring at room temperature for 30 minutes. 4-Methyl-3-[4-(5-pyrimidinyl)pyrimidin-2-ylamino]aniline (Reference Example 18) was added and the mixture was stirred at room temperature for 18 hours. The reaction solution was diluted with water, followed by extraction with ethyl acetate. The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and water, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to obtain 453 mg of the objective compound as a pale yellow amorphous.

출처