methyl 6-fluoropyridine-2-carboxylate
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In dichloromethane at -55℃; for 3h; Inert atmosphere; | 84% |
6-fluoropyridine-2-carbonyl chloride
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With Pd-BaSO4; hydrogen Rosenmund reduction; | 68% |
2-fluoro-6-(dibromomethyl)pyridine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With silver nitrate In water; acetonitrile at 20℃; for 3h; | 60% |
2-fluoro-6-methylpyridine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With sodium periodate; tert-Butoxybis(dimethylamino)methane 1.) 140 deg C, 24 h, 2.) H2O, 25 deg C, p = 80 mbar; Yield given; Multistep reaction; | |
With sodium periodate; n-butyllithium; diisopropylamine In tetrahydrofuran; water | |
Multi-step reaction with 3 steps 1: potassium permanganate / water / Reflux 2: thionyl chloride 3: Pd-BaSO4; hydrogen View Scheme | |
With sodium periodate; n-butyllithium; diisopropylamine In tetrahydrofuran; water | |
Stage #1: 2-fluoro-6-methylpyridine With n-butyllithium; diisopropylamine; N,N-dimethyl-formamide In tetrahydrofuran; hexanes at -78 - 0℃; for 1.75h; Stage #2: With sodium periodate In tetrahydrofuran; hexanes; water at 0 - 20℃; for 25h; |
2-fluoro-6-methylpyridine
tert-Butoxybis(dimethylamino)methane
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With sodium periodate In tetrahydrofuran | |
With sodium periodate In water |
2-Amino-6-methylpyridine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrafluoroboric acid; sodium nitrite / water 2: potassium permanganate / water / Reflux 3: thionyl chloride 4: Pd-BaSO4; hydrogen View Scheme |
6-fluoropyridine-2-carboxylic acid
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride 2: Pd-BaSO4; hydrogen View Scheme |
methyl pyridine-2-carboxylate
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: silver(II) fluoride / acetonitrile / 20 °C / Inert atmosphere; Autoclave 2: diisobutylaluminium hydride / dichloromethane / 3 h / -55 °C / Inert atmosphere View Scheme |
4-amino-N,N-dimethylaniline
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With sodium sulfate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 100% |
Conditions | Yield |
---|---|
In ethanol at 80℃; for 12h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
In ethanol at 80℃; for 12h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
In ethanol at 80℃; for 12h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; piperdinium acetate In toluene at 105℃; for 3h; Inert atmosphere; | 86% |
ethylene glycol
2-Fluoropyridine-6-carboxaldehyde
2-(1,3-dioxolan-2-yl)-6-fluoropyridin
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 18h; Heating; | 80% |
2,2-diethoxy-ethanamine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Stage #1: 2,2-diethoxy-ethanamine; 2-Fluoropyridine-6-carboxaldehyde With acetic acid In tetrahydrofuran at 20℃; for 0.416667h; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; for 1.16667h; | 74% |
2-Fluoropyridine-6-carboxaldehyde
2-fluoropyridine-6-aldoxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium hydroxide In water for 0.333333h; Reflux; | 71% |
1-(tert-butoxycarbonyl)-4-aminopiperidine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 18h; | 53% |
1-(tert-butoxycarbonyl)-4-aminopiperidine
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; | 53% |
2-amino-4,6-dimethoxybenzamide
2-Fluoropyridine-6-carboxaldehyde
2-(6-fluoropyridin-2-yl)-5,7-dimethoxyquinazolin-4(3H)-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; sodium hydrogensulfite In N,N-dimethyl acetamide at 120℃; for 20h; | 49% |
4-Aminomethylpiperidine
3,4-dichlorobenzoyl chloride
2-Fluoropyridine-6-carboxaldehyde
(3,4-Dichloro-phenyl)-(4-{[(6-fluoro-pyridine-2-ylmethyl)-amino]methyl}-piperidine-1-yl)-methanone
Conditions | Yield |
---|---|
With Potassium borohydride; triethylamine In tetrahydrofuran; methanol; water; benzene | 40% |
4-Aminomethylpiperidine
2-Fluoropyridine-6-carboxaldehyde
[1-(6-Fluoro-pyridin-2-yl)-meth-(E)-ylidene]-piperidin-4-ylmethyl-amine
Conditions | Yield |
---|---|
In toluene for 2h; Heating; |
2-Fluoropyridine-6-carboxaldehyde
6-(methylthio)pyridine-2-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C 3: 45 percent / HCO2H / H2O / 65 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
6-(methylsulfinyl)pyridine-2-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C 3: 67 percent / NaIO4 / methanol; H2O / 18 h / Ambient temperature 4: 60 percent / HCO2H / H2O / 65 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
2-(1H-pyrazol-1-yl)pyridine-6-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 1.) NaH / 1.) DMF, 2 h, 2.) DMF, 80 deg C, 3 h 3: 79 percent / CuSO4*5H2O, formic acid / H2O / 5 h / 65 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
6-n-butoxypyridine-2-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 90 percent / Na / 18 h / 100 °C 3: HCO2H / H2O / 65 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
2-(1,3-dioxolan-2-yl)-6-(methylthio)pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
6-(methylsulfinyl)-2-(1,3-dioxolan-2-yl)pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C 3: 67 percent / NaIO4 / methanol; H2O / 18 h / Ambient temperature View Scheme |
2-Fluoropyridine-6-carboxaldehyde
6-pyrazolo-2-(1,3-dioxolan-2-yl)pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 1.) NaH / 1.) DMF, 2 h, 2.) DMF, 80 deg C, 3 h View Scheme |
2-Fluoropyridine-6-carboxaldehyde
6-n-butoxy-2-(1,3-dioxolan-2-yl)pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 90 percent / Na / 18 h / 100 °C View Scheme |
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C 3: 45 percent / HCO2H / H2O / 65 °C 4: toluene / 2 h / Heating View Scheme |
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 73 percent / dimethylformamide / 18 h / 100 °C 3: 67 percent / NaIO4 / methanol; H2O / 18 h / Ambient temperature 4: 60 percent / HCO2H / H2O / 65 °C 5: toluene / 2 h / Heating View Scheme |
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 1.) NaH / 1.) DMF, 2 h, 2.) DMF, 80 deg C, 3 h 3: 79 percent / CuSO4*5H2O, formic acid / H2O / 5 h / 65 °C 4: NaBH(OAc)3 / 1,2-dichloro-ethane / 24 h / Ambient temperature View Scheme |
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 1.) NaH / 1.) DMF, 2 h, 2.) DMF, 80 deg C, 3 h 3: 79 percent / CuSO4*5H2O, formic acid / H2O / 5 h / 65 °C 4: toluene / 2 h / Heating View Scheme |
2-Fluoropyridine-6-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / PTSA*H2O / benzene / 18 h / Heating 2: 90 percent / Na / 18 h / 100 °C 3: HCO2H / H2O / 65 °C 4: toluene / 2 h / Heating View Scheme |
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