![](/CAS/GIF/920036-28-8.gif)
1H-PYRAZOLO[3,4-B]PYRIDINE,6-FLUORO-3-METHYL- synthesis
- Product Name:1H-PYRAZOLO[3,4-B]PYRIDINE,6-FLUORO-3-METHYL-
- CAS Number:920036-28-8
- Molecular formula:C7H6FN3
- Molecular Weight:151.14
![1-(2,6-DIFLUORO-3-PYRIDINYL)-ETHANONE](/CAS/GIF/920036-27-7.gif)
920036-27-7
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![1H-PYRAZOLO[3,4-B]PYRIDINE,6-FLUORO-3-METHYL-](/CAS/GIF/920036-28-8.gif)
920036-28-8
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$90.00/100mg
Yield:-
Reaction Conditions:
Stage #1: 1-(2,6-difluoropyridin-3-yl)ethanonewith titanium(IV) isopropylate in dichloromethane; for 0.25 h;
Stage #2: with hydrazine in dichloromethane; for 1 h;
Stage #3: with ethanol;watermore than 3 stages;
Steps:
37.2
Step 2: 6-fluoro-3-methyl-1H-pyrazolo[3,4-b]pyridine (37-3); To a stirred solution of 7.46 g (47.51 mmol) of 1-(2,6-difluoropyridin-3-yl)ethanone (37-2) in 50 mL of CH2Cl2 under nitrogen was added dropwise titanium (IV) isopropoxide. The resulting solution was stirred vigorously for 15 minutes before hydrazine hydrate (4.62 g, 95.0 mmol) was added slowly to form a thick slurry. The reaction mixture was stirred for 1 hour before the addition of 11 mL of H2O, and the resulting mixture stirred for 1.5 hours until completion as determined by LC/MS analysis. The solid matter was filtered off and the filterate was condensed to yield a white solid. EtOH (100 mL) was added to the crude intermediate and the mixture was heated to reflux for 6 hours. After the reaction was complete as determined by LC/MS analysis the solvent was removed to yield the desired product. No further purification was necessary. 1H NMR (CDCl3): 2.56(s, 3H), 6.78(d,1H), 8.08(t,1H).
References:
US2007/21442,2007,A1 Location in patent:Page/Page column 54-55
![2,6-Difluoropyridine-3-carboxylic acid](/CAS/GIF/171178-50-0.gif)
171178-50-0
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$8.00/1g
![1H-PYRAZOLO[3,4-B]PYRIDINE,6-FLUORO-3-METHYL-](/CAS/GIF/920036-28-8.gif)
920036-28-8
36 suppliers
$90.00/100mg
![3-Pyridinecarboxamide, 2,6-difluoro-N-methoxy-N-methyl-](/CAS/20200611/GIF/937399-53-6.gif)
937399-53-6
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![1H-PYRAZOLO[3,4-B]PYRIDINE,6-FLUORO-3-METHYL-](/CAS/GIF/920036-28-8.gif)
920036-28-8
36 suppliers
$90.00/100mg