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inquiry1H-Pyrazole-4-carboxaldehyde Basic information Product Name: 1H-Pyrazole-4-carboxaldehyde Synonyms: 4-Pyrazolecarboxaldehyde;1H-PYRAZOLE-4-CARBALDEHYDE;1H-PYRAZOLE-4-CARBOXALDEHYDE;AKOS BB-9811;1H-Pyrazole-4-carboxaldeh...;4-pyrazolylcarboxalde
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4-ethoxycarbonylpyrazole
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃; | 97% |
triformylmethane
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol at 20℃; for 5h; | 87% |
With hydrogenchloride; hydrazine hydrate In methanol for 22h; Ambient temperature; | 52% |
With hydrogenchloride; hydrazine hydrate In methanol for 22h; Ambient temperature; other hydrazines and amidines; | 52% |
With hydrogenchloride; hydrazine In methanol at 20℃; for 22h; |
(1H-pyrazol-4-yl)-methanol
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With manganese(IV) oxide In acetone at 60℃; for 4h; | 52.33% |
With manganese(IV) oxide In acetone at 20 - 60℃; |
4-bromo-1H-pyrazole
N,N-dimethyl-formamide
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-bromo-1H-pyrazole With tert.-butyl lithium In tetrahydrofuran; hexane at -78 - 20℃; for 3.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at 20℃; | 41% |
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 60℃; | 0.4 g |
1-(4-methoxybenzyl)-1H-pyrazole-4-carbaldehyde
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With trifluoroacetic acid for 2h; Heating / reflux; |
N,N-dimethyl-formamide
acetaldehyde semicarbazone
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 1h; Stage #2: acetaldehyde semicarbazone at 80℃; for 1.5h; |
A
1H-pyrazole-4-carbaldehyde
B
6-nitro-<1,2,5>oxadiazolo<3,4-b>pyridine 1-oxide
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6 |
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxaldehyde
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; pH=< 1; | 6 g |
2,2,2-trifluroethylamine hydrochloride
1H-pyrazole-4-carbaldehyde
(1H-pyrazol-4-ylmethylene)(2,2,2-trifluoroethyl)amine
Conditions | Yield |
---|---|
With sodium hydroxide In water; toluene at 20℃; Cooling with ice; | 100% |
3-(bromomethyl)-1,1'-biphenyl
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 98% |
1H-pyrazole-4-carbaldehyde
2-bromoethanol
1-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation; | 97% |
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation; | 97% |
With potassium carbonate In acetonitrile at 150℃; for 0.666667h; Sealed tube; Microwave irradiation; | 89% |
With potassium carbonate In acetonitrile at 150℃; for 0.5h; Microwave irradiation; | 69% |
p-methoxybenzyl chloride
1H-pyrazole-4-carbaldehyde
1-(4-methoxybenzyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 1h; Reflux; | 93.3% |
para-nitrophenyl bromide
1H-pyrazole-4-carbaldehyde
1-(4-nitrophenyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With quebrachitol; copper; caesium carbonate In water; dimethyl sulfoxide at 100℃; Ullmann Condensation; Inert atmosphere; Green chemistry; | 93% |
With D-galacturonic acid; potassium carbonate; copper(I) bromide In water; dimethyl sulfoxide at 80 - 100℃; Inert atmosphere; Green chemistry; | 93% |
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry; | 90% |
3,4-dihydro-2H-pyran
1H-pyrazole-4-carbaldehyde
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxaldehyde
Conditions | Yield |
---|---|
With trifluoroacetic acid In tetrahydrofuran at 90℃; for 4h; | 92% |
With toluene-4-sulfonic acid In dichloromethane at 20 - 60℃; for 10.5h; | 86% |
Conditions | Yield |
---|---|
With Porcine Pancreas Lipase In neat (no solvent) at 45℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Enzymatic reaction; | 92% |
4-chloromethyl-3,5-dimethylisoxazole
1H-pyrazole-4-carbaldehyde
1-(3,5-dimethylisoxazol-4-ylmethyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: 4-chloromethyl-3,5-dimethylisoxazole In N,N-dimethyl-formamide at 20℃; for 18h; | 91% |
1H-pyrazole-4-carbaldehyde
(S)-tert-butyl 3-(methylsulfonyloxy)pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 18h; | 91% |
p-phenylbenzyl bromide
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Stage #2: p-phenylbenzyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1.58333h; | 90.3% |
para-difluorobenzene
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 36h; Sealed tube; Inert atmosphere; Irradiation; Electrolysis; | 90% |
tetrahydrofuran
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With C24H42N3(1+)*ClO4(1-); lithium perchlorate; acetic acid In acetonitrile at 20℃; for 36h; Irradiation; Electrochemical reaction; Inert atmosphere; | 89% |
1H-pyrazole-4-carbaldehyde
methyl iodide
1-methylpyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 60℃; | 87% |
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; | 80% |
Conditions | Yield |
---|---|
In toluene at 90℃; for 2h; | 87% |
tert-butyl 6-((methylsulfonyl)oxy)-2-azaspiro[3.3]heptane-2-carboxylate
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide for 16h; Heating; | 84.01% |
cyclopropylcarbinyl bromide
1H-pyrazole-4-carbaldehyde
1-(cyclopropylmethyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 18h; | 84% |
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 18h; | 56% |
acrylonitrile
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; choline chloride; glycerol In water at 20℃; for 1.33333h; Morita-Baylis-Hillman Alkylation; Green chemistry; | 84% |
p-toluenesulfonyl chloride
1H-pyrazole-4-carbaldehyde
1-(p-tolylsulfonyl)pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 19h; | 84% |
tert-butyl 3-bromopropionate
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 1H-pyrazole-4-carbaldehyde With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere; Stage #2: tert-butyl 3-bromopropionate In N,N-dimethyl-formamide at 100℃; for 16h; Inert atmosphere; | 83% |
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 18h; | 80.7% |
1H-pyrazole-4-carbaldehyde
1,2-dimethylimidazole-4-sulphonyl chloride
1-(1,2-dimethyl-1H-imidazole-4-sulfonyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 18h; | 80% |
2-bromo-pyridine
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry; | 80% |
di-tert-butyl dicarbonate
1H-pyrazole-4-carbaldehyde
tert-butyl 4-formyl-1H-pyrazole-1-carboxylate
Conditions | Yield |
---|---|
dmap In acetonitrile at 20℃; for 0.5h; | 76% |
With dmap In acetonitrile at 20℃; | 71% |
1H-pyrazole-4-carbaldehyde
tert-butyl-3-iodoazetidine-1-carboxylate
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide Heating; | 75.71% |
benzyl chloroformate
1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 4℃; for 1h; Inert atmosphere; | 74% |
1-bromo-2-propanol
1H-pyrazole-4-carbaldehyde
1-(2-hydroxy-propyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation; | 73% |
1H-pyrazole-4-carbaldehyde
ethyl (triphenylphosphoranylidene)acetate
(E)-ethyl 3-(1H-pyrazol-4-yl)acrylate
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; for 14h; | 73% |
In tetrahydrofuran at 70℃; for 8h; Inert atmosphere; | 60% |
In tetrahydrofuran at 20 - 70℃; for 8h; Inert atmosphere; | 60% |
1-Chloro-4-fluorobenzene
1H-pyrazole-4-carbaldehyde
1-(4-chlorophenyl)-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 36h; Catalytic behavior; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; Electrolysis; Large scale; | 73% |
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