반응 #427500

반응 방정식

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

DCM

→

3-chlorobenzo[f][1,7]naphthyridine-5,8-diamine

용매

EtOH

반응 조건

후처리

1. 1
   여과The insoluble solid was filtered off through celite
2. 2
   농축the filtrate was concentrated en vacuo
3. 3
   기타to obtain a crude residue
4. 4
   기타The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO)

실험 절차

A mixture of 8-nitrobenzo[f][1,7]naphthyridin-5-amine (from the previous step) (1.0 eq) and Raney Nickel (wet, 10% wt) in EtOH was stirred under H2 balloon overnight. The reaction mixture was diluted with DCM. The insoluble solid was filtered off through celite, and the filtrate was concentrated en vacuo to obtain a crude residue. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-100% EtOAc/Hexanes to give 3-chlorobenzo[f][1,7]naphthyridine-5,8-diamine as a white solid. 1H NMR (methanol-d4): δ 8.75 (d, 1H), 8.08 (dd, 1H), 7.70 (d, 1H), 6.84-6.81 (m, 2H). LRMS [M+H]=245.1.

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