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inquiryName: 4-Hydroxypyridine Molecular Formula:C5H5NO Molecular Weight:95.1 CAS No.:626-64-2 Appearance:Similar White To Slight Brown Solid Appearance:Similar White To Slight Brown Solid Storage:Store in cool and dry place, away from sun light. Packag
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1806.html Product Name 4-Hydroxypyridine CAS No. 626-64-2
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inquiryConditions | Yield |
---|---|
With fullerene (C60); oxygen; N-ethyl-N,N-diisopropylamine In ethanol; toluene Irradiation; Flow reactor; | 99% |
With water; oxygen; sodium sulfite at 50℃; for 1h; Green chemistry; | 90% |
With dihydrogen peroxide In ethanol at 20℃; for 0.166667h; | 79% |
4-(2-trimethylsilanylethoxy)pyridine
pyridin-4-ol
Conditions | Yield |
---|---|
Stage #1: 4-(2-trimethylsilanylethoxy)pyridine With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere; | 95% |
pyridin-4-ol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 40 - 45℃; for 3h; | 93.3% |
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 2h; Reagent/catalyst; Solvent; Reflux; Inert atmosphere; chemoselective reaction; | 87% |
With toluene-4-sulfonic acid; lithium chloride In 1-methyl-pyrrolidin-2-one at 180℃; for 1h; | 85% |
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h; | 60% |
benzyl 4-pyridyl carbonate
pyridin-4-ol
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction; | 81% |
Conditions | Yield |
---|---|
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry; | 76% |
4-iodopyridine
pyridin-4-ol
Conditions | Yield |
---|---|
With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide In water at 110℃; for 48h; Inert atmosphere; | 73% |
With oxygen; triethylamine In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 39% |
Multi-step reaction with 2 steps 1.1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere; Sealed tube 2.1: cesium fluoride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere 2.2: Inert atmosphere View Scheme |
pyridin-4-ol
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction; | 57% |
4-allyloxy-pyridine
pyridin-4-ol
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction; | 57% |
2,3-dimethyl-buta-1,3-diene
4-pyridyl phenacyl sulfoxide
A
pyridin-4-ol
B
2-Benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiopyran
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; for 24h; | A n/a B 36% |
pyridin-4-ol
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction; | 20% |
4-(benzyloxy)pyridine
pyridin-4-ol
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction; | 19% |
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 21h; Schlenk technique; Irradiation; Inert atmosphere; chemoselective reaction; | 0.0188 g |
4-ethoxypyridine
pyridin-4-ol
Conditions | Yield |
---|---|
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction; | 11% |
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic anhydride for 72h; Ambient temperature; | A 0.18% B 2.3% |
Conditions | Yield |
---|---|
With ammonia | |
With ammonia at 120 - 140℃; |
Conditions | Yield |
---|---|
With sulfuric acid Diazotization; |
Conditions | Yield |
---|---|
Destillation; |
Conditions | Yield |
---|---|
With hydrogenchloride; palladium on activated charcoal; ethanol; water Hydrogenation; | |
With methanol; nickel at 120℃; under 51485.6 Torr; Hydrogenation; | |
With 1,4-dioxane; phosphorus trichloride | |
With acetic anhydride; ethyl acetate | |
With palladium on activated charcoal; ethanol Hydrogenation; |
Conditions | Yield |
---|---|
With methanol; palladium on activated charcoal; nickel Hydrogenation; | |
With palladium on activated charcoal; ethanol Hydrogenation; |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With nitrous oxide saturated solution; hexachloroiridate(IV) Product distribution; Irradiation; in presence and absence of var. oxidants ; |
Conditions | Yield |
---|---|
In chloroform Equilibrium constant; Ambient temperature; | |
In water at 20℃; Equilibrium constant; polar - non-polar tautomer equilibrium; | |
In gaseous matrix Thermodynamic data; Equilibrium constant; ΔRGo, ΔRH, tests in solvents of different polarity; |
Conditions | Yield |
---|---|
With potassium hydroxide In water; acetonitrile at 25℃; Rate constant; k=200 sec-1M-1; |
pyridin-4-ol
Conditions | Yield |
---|---|
ueber den Schmelzpunkt; |
pyridin-4-ol
Conditions | Yield |
---|---|
at 260℃; |
pyridin-4-ol
Conditions | Yield |
---|---|
at 230 - 250℃; | |
With water at 196℃; |
pyridin-4-ol
Conditions | Yield |
---|---|
With hydrogenchloride at 210 - 215℃; |
1-hydroxy-1H-pyridin-4-one
chloroform
phosphorus trichloride
pyridin-4-ol
pyridin-4-ol
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
In methanol; water | 100% |
With water; ruthenium Hydrogenation; | |
With water; pyrographite; ruthenium at 140℃; under 87525.4 Torr; Hydrogenation; | |
With hydrogenchloride; 5% active carbon-supported ruthenium; hydrogen In water at 95℃; under 26252.6 Torr; for 24h; Reagent/catalyst; Time; Autoclave; | 99.5 %Chromat. |
With palladium on activated charcoal; hydrogen; acetic acid at 20℃; under 760.051 Torr; for 21h; Time; | 55 %Spectr. |
pyridin-4-ol
3,5-dibromo-4-hydroxypyridine
Conditions | Yield |
---|---|
With N-Bromosuccinimide In tetrachloromethane at 20℃; for 24h; | 100% |
With N-Bromosuccinimide In tetrachloromethane at 20℃; for 24h; | 95% |
With N-Bromosuccinimide In tetrachloromethane at 25℃; for 30h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 1.5h; Substitution; | 100% |
With caesium carbonate In DMF (N,N-dimethyl-formamide) | |
With caesium carbonate In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
In acetonitrile at 30℃; Product distribution; Kinetics; Further Variations:; Solvents; | 100% |
pyridin-4-ol
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile for 1h; | 100% |
pyridin-4-ol
7-bromo-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With copper(l) iodide; dimethylaminoacetic acid; caesium carbonate In N,N-dimethyl-formamide at 140℃; for 12h; Inert atmosphere; | 100% |
pyridin-4-ol
t-butyl 4-hydroxy piperidine-1-carboxylate
1,1-dimethylethyl 4-(4'-pyridinyloxy)-1-piperidinecarboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; | 99% |
75% | |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 55℃; for 14h; Mitsunobu reaction; | 67% |
pyridin-4-ol
methyl-phenyl-carbamic acid 4-(2-hydroxy-ethyl)-phenyl ester
methyl-phenyl-carbamic acid 4-[2-(pyridin-4-yloxy)-ethyl]-phenyl ester
Conditions | Yield |
---|---|
With tributylphosphine; N-ethyl-N,N-diisopropylamine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran at 20℃; for 16h; | 99% |
pyridin-4-ol
chloro(2,6-bis(dimethylaminomethyl)phenyl-N,C,N)platinum(II)
[2,6-bis(dimethylaminomethyl)phenylplatinum]-4-pyridone
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol under N2 atm. Pt complex, 4-hydroxypyridine, and NaOH in EtOH were stirred for 2 h; solvent was evapd. in vacuo, residue was dissolved in CH2Cl2 in air and filtered, filtrate was evapd.; elem. anal.; | 99% |
pyridin-4-ol
4,5-difluoro-1,2-dicyanobenzene
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 80℃; for 5h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With C24H18F2N2O2; N-ethyl-N,N-diisopropylamine; copper(l) chloride In chloroform; 2,2,2-trifluoroethanol at -40℃; for 60h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With C24H18F2N2O2; N-ethyl-N,N-diisopropylamine; copper(l) chloride In chloroform; 2,2,2-trifluoroethanol at -40℃; for 60h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With C24H18F2N2O2; N-ethyl-N,N-diisopropylamine; copper(l) chloride In chloroform; 2,2,2-trifluoroethanol at -40℃; for 60h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With C24H18F2N2O2; N-ethyl-N,N-diisopropylamine; copper(l) chloride In chloroform; 2,2,2-trifluoroethanol at -40℃; for 60h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction; | 99% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction; | 99% |
pyridin-4-ol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 110℃; Temperature; Solvent; | 99% |
pyridin-4-ol
di-tert-butyl dicarbonate
t-butyl 4-hydroxy piperidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: pyridin-4-ol With chloro(1,5-cyclooctadiene)rhodium(I) dimer; borane-ammonia complex In 2,2,2-trifluoroethanol at 50℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: di-tert-butyl dicarbonate With triethylamine In 2,2,2-trifluoroethanol at 20℃; Inert atmosphere; Schlenk technique; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With sulfuric acid; potassium nitrate at 0 - 100℃; for 1h; Inert atmosphere; | 98% |
With fuming sulphuric acid; nitric acid for 2h; Reflux; | 92% |
With sulfuric acid; potassium nitrate at 100℃; | 92% |
Conditions | Yield |
---|---|
With potassium carbonate; copper(l) iodide; 4,7-dimethoxy-1,10-phenanthroline In N,N-dimethyl-formamide at 110℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 24h; Mechanism; Inert atmosphere; stereoselective reaction; | 98% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate; copper(l) iodide; 4,7-dimethoxy-1,10-phenanthroline In dimethyl sulfoxide at 110℃; for 24h; | 97% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 23℃; | 97% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction; | 97% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction; | 97% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 24h; Inert atmosphere; stereoselective reaction; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; | 96% |
Conditions | Yield |
---|---|
With C24H18F2N2O2; N-ethyl-N,N-diisopropylamine; copper(l) chloride In chloroform; 2,2,2-trifluoroethanol at -40℃; for 60h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; enantioselective reaction; | 96% |
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