반응 #89824

반응 방정식

tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

(S)-2-(tert-butoxycarbonyl)propanoic acid

PyBOP

DIEA

→

tert-butyl 5-(2-(3-((S)-2-(tert-butoxycarbonyl)propanamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

용매

CH2Cl2

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred at RT for 1.5 h
2. 2
   workup.ADDITIONwas once again added to the reaction mixture
3. 3
   workup.STIRRINGStirred for 16 h
4. 4
   추출extracted with H2O (3×)
5. 5
   기타Organic layer was dried under Na2SO4
6. 6
   농축concentrated in vacuo

실험 절차

A suspension of (S)-2-(tert-butoxycarbonyl)propanoic acid (21 mg, 0.11 mmol), PyBOP® (57 mg, 0.11 mmol), DIEA (49 μL, 0.28 mmol) in CH2Cl2 (0.5 mL) was stirred at RT for 10-15 minutes. This solution of activated acid was added to a suspension of tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (100 mg, 0.22 mmol) and CH2Cl2 (1 mL). The reaction mixture was stirred at RT for 1.5 h. Activated another 0.5 equivalent of the acid as described above and it was once again added to the reaction mixture. Stirred for 16 h, diluted with more CH2Cl2 and extracted with H2O (3×). Organic layer was dried under Na2SO4 and concentrated in vacuo to give the desired product tert-butyl 5-(2-(3-((S)-2-(tert-butoxycarbonyl)propanamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate. (95 mg, 69%).

출처