반응 #1862135

반응 방정식

6-bromo-4-methylpyridin-3-amine

acetic acid

Sodium nitrite

→

5-bromo-1H-pyrazolo[3,4-c]pyridine

수율 79.1%

용매

water

반응 조건

후처리

1. 1
   기타to stand at room temperature
2. 2
   기타(rt)
3. 3
   기타for 2 days
4. 4
   농축The reaction was concentrated
5. 5
   세척diluted EtOAc then washed with NaHCO3 and brine
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타The crude was purified by chromatography (DCM/MeOH)
9. 9
   세척eluted at 5% MeOH)

실험 절차

To a solution of 6-bromo-4-methylpyridin-3-amine (7.76 g, 0.0415 mol) in acetic acid (412.8 mL, 7.260 mol) was added Sodium nitrite (2.87 g, 0.0416 mol) in 4.0 ml water (Bioorg. Med. Chem. 15 (2007) 2441-2452). The reaction was stirred for 15 min and allowed to stand at room temperature (rt) for 2 days (d). The reaction was concentrated and diluted EtOAc then washed with NaHCO3 and brine. The organic layer was dried Na2SO4, filtered and concentrated. The crude was purified by chromatography (DCM/MeOH) eluted at 5% MeOH) to give 5-bromo-1H-pyrazolo[3,4-c]pyridine (79.1% yield)

출처