반응 #48193

반응 방정식

4-[(4-benzyloxy-3,5-dichloro-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrile

→

4-[(3,5-Dichloro-4-hydroxy-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrile

용매

MeOH THF EtOAc

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through celite
2. 2
   농축the clear colourless filtrate was concentrated under reduced pressure
3. 3
   온도heated
4. 4
   온도to reflux for 5 minutes
5. 5
   여과The white solid was filtered off
6. 6
   온도after cooling to room temperature
7. 7
   기타dried under high vacuum

실험 절차

Palladium on charcoal (100 mg, 10% Pd) was added to a solution of 4-[(4-benzyloxy-3,5-dichloro-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrile (CAB02119, 1.13 g, 2.50 mmol) in MeOH/THF/EtOAc (30 mL/30 mL/40 mL). The mixture was stirred under hydrogen atmosphere (balloon) for 18 h at room temperature. The reaction mixture was filtered through celite and the clear colourless filtrate was concentrated under reduced pressure. The residue was suspended in 2-propanol (20 mL) and heated to reflux for 5 minutes. The white solid was filtered off after cooling to room temperature and dried under high vacuum. Yield: 306 mg (34%). 1H-NMR (400 MHz, d6-DMSO) δ 4.97 (s, 2H, —CH2Ar), 6.76 (d, J=9.0 Hz, 2H), 7.31 (s, 2H), 7.77 (d, J=9.0 Hz, 2H), 8.85 (s, 2H), 10.29 (s, 1H, —OH). 13C-NMR (100 MHz, CDCl3) δ=56.57, 103.76, 114.55, 119.69, 122.89, 128.14, 129.46, 134.58, 144.03, 149.46, 151.85. LRMS (FAB+): 360.0 (100,

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