반응 #44285

반응 방정식

6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline

pyrrolidin-3-ol

triethylamine

→

1-[1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl]pyrrolidin-3-ol

수율 99.5%

용매

2-propanol

반응 조건

후처리

1. 1
   기타The reaction mixtures
2. 2
   농축concentrated
3. 3
   기타The crude product was purified by flash chromatography
4. 4
   기타a Horizon purification system in three batches (2×40M and 1×40S columns)
5. 5
   세척eluting with chloroform/methanol (0.1-8%)
6. 6
   workup.DISSOLUTIONThe resulting solid was dissolved in chloroform containing 0.1% methanol (810 mL)
7. 7
   세척washed with water and 1:1 water
8. 8
   건조brine, dried (MgSO4)
9. 9
   여과filtered
10. 10
    농축concentrated

실험 절차

A mixture of 6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline (5.00 g, 14.7 mmol), pyrrolidin-3-ol (2.55 g, 29.3 mmol), and triethylamine (4.09 mL, 29.3 mmol) in 2-propanol (32 mL) was heated in the microwave for 30 minutes at 70° C. in two vials. The reaction mixtures were combined and concentrated. The crude product was purified by flash chromatography using a Horizon purification system in three batches (2×40M and 1×40S columns) eluting with chloroform/methanol (0.1-8%). The resulting solid was dissolved in chloroform containing 0.1% methanol (810 mL) and washed with water and 1:1 water:brine, dried (MgSO4), filtered and concentrated to afford 1-[1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl]pyrrolidin-3-ol (5.08 g, 99%).

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