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inquiryName: 2,3-Difluorpyridin Molecular Formula:C5H3F2N Molecular Weight:115.08 CAS No.:1513-66-2 Appearance:Colorless To Slight Yellow Liquid Appearance:Colorless To Slight Yellow Liquid Storage:Preserve in well-closed, light-resistant and airtight c
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2,3-Difluoropyridine Chemical Properties Boiling point 125-126°C density 1.265 g/mL at 25 °C refractive index n20/D 1.427 Fp 125-126°C pka -2.85±0.10(Predicted) CAS DataBase Reference 1513-66-2(CAS DataBase Re
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inquiry5-chloro-2,3-difluoropyridine
2,3-difluoropyridine
Conditions | Yield |
---|---|
With ammonium formate; acetic acid; palladium on activated charcoal at 25℃; for 6h; | 75% |
palladium-carbon | |
palladium-carbon |
pyridine
A
perfluoro-N-ethylpyrrolidine
B
2,3-difluoropyridine
C
Pentafluoropyridine
D
N,N-Bis(trifluoromethyl)amine
Conditions | Yield |
---|---|
With caesium tetrafluorocobaltate(III) In gaseous matrix at 310℃; for 3.5h; Further byproducts given; | A 35.3% B 2.2% C 13.6% D 8.2% |
pyridine
A
2,3-difluoropyridine
B
4H,5H-heptafluoro-2-azahex-2(Z),4(E)-diene
C
5H-decafluoro-2-azahex-2(Z)-ene
D
undecafluoro-2-azahex-2(Z)-ene
Conditions | Yield |
---|---|
With potassium tetrafluorocobaltate In gaseous matrix at 215 - 225℃; 1.) 3.5-4 h; 2.) 2 h; Further byproducts given; |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-aminopyridine With hexafluorophosphoric acid; sodium nitrite In water at 0℃; Stage #2: In xylene at 85℃; for 3h; Stage #3: With sodium hydrogencarbonate; triethylamine In water; xylene |
Conditions | Yield |
---|---|
With silver(II) fluoride In acetonitrile at 20℃; for 1h; Mechanism; | 55 %Spectr. |
2-chloro-3-fluoropyridine
2,3-difluoropyridine
Conditions | Yield |
---|---|
With tetramethylammonium fluoride In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Sealed tube; | 65 %Spectr. |
2,3-difluoropyridine
3-fluoro-2-hydrazinylpyridine
Conditions | Yield |
---|---|
With hydrazine hydrate at 120℃; for 1h; | 93% |
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoropyridine With hydrazine hydrate In ethanol for 3h; Reflux; Stage #2: ethyl (ethoxymethylene)cyanoacetate In ethanol Reflux; | 91% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 150℃; for 12h; Inert atmosphere; | 90% |
With potassium carbonate In dimethyl sulfoxide at 150℃; for 12h; Inert atmosphere; | 85% |
2,3-difluoropyridine
Conditions | Yield |
---|---|
With water; caesium carbonate In dimethyl sulfoxide at 110℃; for 12h; | 90% |
With water; caesium carbonate In dimethyl sulfoxide at 110℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With water; caesium carbonate In dimethyl sulfoxide at 90℃; for 18h; Schlenk technique; chemoselective reaction; | 89% |
2,3-difluoropyridine
tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoropyridine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 85% |
2,3-difluoropyridine
4-chloro-2,3-difluoropyridine
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoropyridine With n-butyllithium In tetrahydrofuran; hexane Stage #2: With 1,1,2-Trichloro-1,2,2-trifluoroethane In tetrahydrofuran; hexane | 81% |
2,3-difluoropyridine
(E)-3-(pyridin-2-ylethynyl)cyclohex-2-enone oxime
(E)-3-(pyridin-2-ylethynyl)cyclohex-2-enone O-3-fluoropyridin-2-yl oxime
Conditions | Yield |
---|---|
Stage #1: (E)-3-(pyridin-2-ylethynyl)cyclohex-2-enone oxime With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2,3-difluoropyridine In N,N-dimethyl-formamide; mineral oil at 20℃; for 1.5h; Inert atmosphere; | 81% |
2,3-difluoropyridine
3-fluoropyridin-2-amine
Conditions | Yield |
---|---|
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction; | 81% |
2,3-difluoropyridine
4-benzyl-3-ethoxy-5-methyl-1H-pyrazole
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 180℃; for 2h; Microwave irradiation; | 74% |
Conditions | Yield |
---|---|
Stage #1: cyclopropropanecarbonitrile With lithium hexamethyldisilazane In 2-methyltetrahydrofuran; hexane at 0℃; for 0.166667h; Stage #2: 2,3-difluoropyridine In 2-methyltetrahydrofuran; hexane at 0 - 20℃; for 3h; | 72% |
Conditions | Yield |
---|---|
Stage #1: 1,2-dicarba-closo-dodecaborane(12) With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 2,3-difluoropyridine In tetrahydrofuran; hexane at 70℃; for 3h; Inert atmosphere; Schlenk technique; | 69% |
2,3-difluoropyridine
2,3-difluoro-4-iodopyridine
Conditions | Yield |
---|---|
Stage #1: 2,3-difluoropyridine With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: With iodine In tetrahydrofuran; hexane at -78℃; for 1h; | 63% |
With iodine; lithium diisopropyl amide In tetrahydrofuran at -78℃; regioselective reaction; |
2,3-difluoropyridine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 135℃; for 12h; Sealed tube; | 61.25% |
2,3-difluoropyridine
diethyl malonate
diethyl 2-(3-fluoropyridin-2-yl)malonate
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 100℃; for 4.5h; | 60% |
With caesium carbonate In dimethyl sulfoxide at 100℃; for 4.5h; | 60% |
With caesium carbonate In dimethyl sulfoxide at 100℃; for 3h; |
Conditions | Yield |
---|---|
at 130℃; for 48h; | 52% |
2,3-difluoropyridine
3-amino-2-pyridone
Conditions | Yield |
---|---|
With potassium phosphate In 1-methyl-pyrrolidin-2-one at 90 - 100℃; for 22h; | 49.37% |
2,3-difluoropyridine
3-methyl-1H-pyrazole-4-carbaldehyde
1-(3-fluoro-2-pyridyl)-3-methylpyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 3-methyl-1H-pyrazole-4-carbaldehyde With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2,3-difluoropyridine In N,N-dimethyl-formamide at 20℃; for 20h; | 43% |
Stage #1: 3-methyl-1H-pyrazole-4-carbaldehyde With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2,3-difluoropyridine In N,N-dimethyl-formamide at 20℃; for 20h; |
2,3-difluoropyridine
4,6-dimethoxypyrimidin-2-ylacetonitrile
Conditions | Yield |
---|---|
Stage #1: 4,6-dimethoxypyrimidin-2-ylacetonitrile With sodium hydride In N,N-dimethyl acetamide at 0℃; for 0.5h; Stage #2: 2,3-difluoropyridine In N,N-dimethyl acetamide at 20℃; for 8h; Stage #3: With dihydrogen peroxide In N,N-dimethyl acetamide at 0 - 20℃; | 42.7% |
2,3-difluoropyridine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 24h; | 40% |
2,3-difluoropyridine
methyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoate
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; | 28% |
3-bromo-pyridin-2-ol
2,3-difluoropyridine
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 15h; | 21.47% |
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 15h; | 21% |
2,3-difluoropyridine
Conditions | Yield |
---|---|
Stage #1: 3-hydroxy-2,2-dimethyl-N-(1-methylpiperidin-4-yl)propanamide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2,3-difluoropyridine In N,N-dimethyl-formamide at 20℃; | 19% |
2,3-difluoropyridine
3-bromopyridin-2(1H)-one
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 15h; | 16.81% |
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 15h; Time; | 16.81% |
2,3-difluoropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: BuLi / tetrahydrofuran; hexane 1.2: 81 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; hexane 2.1: 75 percent / KF; tetramethylammonium chloride / dimethylsulfoxide / 2 h / 150 °C 3.1: i-Pr2NH; BuLi / tetrahydrofuran; hexane / 2 h / -75 °C 3.2: 82 percent / tetrahydrofuran; hexane / 1 h / -75 °C 4.1: 96 percent / hydrazine monohydrate / tetrahydrofuran / 20 h / 50 °C 5.1: 72 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 25 °C 6.1: 60 percent / MnO2 / octan-1-ol / 15 - 25 °C View Scheme |
2,3-difluoropyridine
3,4-difluoro-2-hydrazinopyridine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: BuLi / tetrahydrofuran; hexane 1.2: 81 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; hexane 2.1: 75 percent / KF; tetramethylammonium chloride / dimethylsulfoxide / 2 h / 150 °C 3.1: i-Pr2NH; BuLi / tetrahydrofuran; hexane / 2 h / -75 °C 3.2: 82 percent / tetrahydrofuran; hexane / 1 h / -75 °C 4.1: 96 percent / hydrazine monohydrate / tetrahydrofuran / 20 h / 50 °C 5.1: 72 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 25 °C View Scheme |
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