반응 #427495

반응 방정식

tert-butyl 5-nitro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

3-bromopicolinonitrile

potassium carbonate

→

8-nitrobenzo[f][1,7]naphthyridin-5-amine

용매

toluene

반응 조건

후처리

1. 1
   온도After cooling to ambient temperature
2. 2
   여과the reaction mixture was filtered
3. 3
   기타to collect the precipitate
4. 4
   세척The precipitate was rinsed with EtOAc

실험 절차

A solution of tert-butyl 5-nitro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (from the previous step) (1.0 eq.) and 3-bromopicolinonitrile (1.0 eq.) in toluene (0.44 M) was mixed with tetrakis(triphenyl-phosphine)palladium (5 mol %) and 2N aqueous potassium carbonate solution (2.0 eq.). The reaction was heated to 100° C. and stirred overnight. After cooling to ambient temperature, the reaction mixture was filtered to collect the precipitate. The precipitate was rinsed with EtOAc to give 8-nitrobenzo[f][1,7]naphthyridin-5-amine as a yellow solid.

출처