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inquiry1H-INDAZOLE-5-CARBALDEHYDE Basic information Product Name: 1H-INDAZOLE-5-CARBALDEHYDE Synonyms: 5-FORMYL INDAZOLE;1H-INDAZOLE-5-CARBALDEHYDE;1H-Indazole-5-carboxaldehyde (9CI);1H-indazole-5-carbaldehyd...;6-[(4-nitrophenyl)hydrazinylidene]hexan
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inquiry1H-INDAZOLE-5-CARBALDEHYDE Chemical Properties Melting point 115-119°C Boiling point 358.3±15.0 °C(Predicted) density 1.368±0.06 g/cm3(Predicted) storage temp. Keep in dark place,Sealed in dry,Room Temperature pk
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inquiry5-FORMYL INDAZOLE; 1H-INDAZOLE-5-CARBALDEHYDE; 1H-Indazole-5-carboxaldehyde (9CI); 6-[(4-nitrophenyl)hydrazinylidene]hexane-1,2,3,4,5-pentol;6- [(4-nitrophenyl)hydrazono]hexane-1,2,3,4,5-pentol;1H-Indazole-5-carboxaldehyde;1H-indazole-5-carbaldehyd
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiryhigh qualityAppearance:white crystalline powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
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1H-Indazole-5-carbaldehyde cas 253801-04-6Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane for 12h; | 100% |
With Dess-Martin periodane In dichloromethane | 82% |
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; | 74% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 90℃; for 17h; | |
With Dess-Martin periodane In dichloromethane for 2h; Dess-Martin Oxidation; |
carbon monoxide
5-iodo-1H-indazole
sodium formate
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 110℃; for 6h; | 59% |
5-bromo-1H-indazole
N,N-dimethyl-formamide
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 5-bromo-1H-indazole With n-butyllithium In tetrahydrofuran at -50℃; for 2h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran for 0.5h; | 58% |
Stage #1: 5-bromo-1H-indazole With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 2h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -50℃; for 0.5h; Inert atmosphere; | 58% |
Stage #1: 5-bromo-1H-indazole With n-butyllithium In tetrahydrofuran at -78 - -40℃; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃; | 52% |
5-bromo-1H-indazole
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 5-bromo-1H-indazole With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.25h; Stage #2: With N,N-dimethyl-formamide In tetrahydrofuran; hexane at -40 - 20℃; for 1.5h; | 57% |
With hydrogenchloride; sodium hydroxide; sodium hydrogensulfite In tetrahydrofuran; N-methyl-acetamide; cyclohexane; water; ethyl acetate; mineral oil |
N,N-dimethyl-formamide
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 5-bromo-1H-indazole With n-butyllithium In tetrahydrofuran at -78 - -40℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃; for 2.5h; Stage #3: With water In tetrahydrofuran | 52% |
Conditions | Yield |
---|---|
With pyridine; aluminum nickel In water; acetic acid |
4-(Hydroxymethyl)-2-methylaniline
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium acetate / chloroform / 3 h / Reflux 2: isopentyl nitrite; 18-crown-6 ether / 24 h / Reflux 3: sodium hydroxide / methanol / 1 h 4: Dess-Martin periodane / dichloromethane / 2 h View Scheme |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: isopentyl nitrite; 18-crown-6 ether / 24 h / Reflux 2: sodium hydroxide / methanol / 1 h 3: Dess-Martin periodane / dichloromethane / 2 h View Scheme |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 1 h 2: Dess-Martin periodane / dichloromethane / 2 h View Scheme |
(E)-N-(5,6-dichloropyridin-3-yl)-1-(1H-indazol-5-yl)methanimine
A
1H-indazole-5-carbaldehyde
B
5-Amino-2,3-dichloropyridine
Conditions | Yield |
---|---|
In methanol at 20℃; for 1488h; |
1H-indazole-5-carbaldehyde
di-tert-butyl dicarbonate
tert-butyl 5-formyl-1H-indazole-1-carboxylate
Conditions | Yield |
---|---|
dmap In acetonitrile at 20℃; for 0.5h; | 99% |
With dmap; triethylamine In dichloromethane | 90% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 90% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 90% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 90% |
1H-indazole-5-carbaldehyde
3-chloro-1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With N-chloro-succinimide In acetonitrile at 20℃; for 12h; Reflux; | 97% |
With N-chloro-succinimide In acetonitrile at 65 - 70℃; for 50h; | 54% |
1H-indazole-5-carbaldehyde
m,p-dichloroaniline
(E)-N-(3,4-dichlorophenyl)-1-(1H-indazol-5-yl)methanimine
Conditions | Yield |
---|---|
With acetic acid In ethanol Reflux; | 90% |
With acetic acid In ethanol pH=4 - 5; Reflux; | 90% |
With acetic acid In ethanol for 0.5h; Reflux; | 89% |
1H-indazole-5-carbaldehyde
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate
Conditions | Yield |
---|---|
Stage #1: trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate With N,N,N',N'-tetramethylguanidine In tetrahydrofuran at -70℃; for 0.0833333h; Stage #2: 1H-indazole-5-carbaldehyde In tetrahydrofuran at -70 - 80℃; | 87% |
Stage #1: trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate With N,N,N',N'-tetramethylguanidine In tetrahydrofuran at -70 - 80℃; for 16h; Stage #2: 1H-indazole-5-carbaldehyde In tetrahydrofuran at 80℃; for 16h; | 87% |
1H-indazole-5-carbaldehyde
benzenesulfonyl chloride
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; | 83% |
1H-indazole-5-carbaldehyde
3-bromo-1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With N-Bromosuccinimide In acetonitrile at 20 - 34.9℃; for 4.08333h; | 82% |
With N-Bromosuccinimide In acetonitrile at 20℃; for 0.833333h; Reflux; | 75% |
With N-Bromosuccinimide at 0 - 20℃; | 70.9% |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With tricobalt tetraoxide In isopropyl alcohol at 50℃; for 0.5h; Green chemistry; chemoselective reaction; | 79% |
1H-indazole-5-carbaldehyde
N-Bromosuccinimide
3-bromo-1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.833333h; Reflux; | 75% |
1H-indazole-5-carbaldehyde
Dimethyl succinate
2-[1-(1H-indazol-5-yl)methylidene]succinic acid 1-methyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 60℃; for 2h; | 74% |
With potassium tert-butylate In tert-butyl alcohol Stobbe condensation; |
1H-indazole-5-carbaldehyde
3-iodo-5-formyl-1H-indazole
Conditions | Yield |
---|---|
With iodine; sodium hydroxide In 1,4-dioxane; water at 20℃; for 2h; | 72% |
With iodine; sodium hydroxide In 1,4-dioxane; water at 20℃; for 2h; | 72% |
With sodium hydroxide; iodine In 1,4-dioxane; water at 20℃; for 2h; | 64.5% |
1H-indazole-5-carbaldehyde
2-trimethylsilanyl-ethanesulfonyl chloride
1-(2-trimethylsilanyl-ethanesulfonyl)-1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 18h; | 71% |
1H-indazole-5-carbaldehyde
tert-butylisonitrile
Conditions | Yield |
---|---|
With p-toluene sulfinic acid In methanol at 20℃; for 18h; Ugi Condensation; | 71% |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With piperidine In ethanol for 12h; Knoevenagel Condensation; Reflux; | 71% |
1H-indazole-5-carbaldehyde
3-chloro-4-fluorophenylamine
(E)-N-(3-chloro-4-fluorophenyl)-1-(1H-indazol-5-yl)methanimine
Conditions | Yield |
---|---|
With acetic acid In ethanol pH=4 - 5; Reflux; | 69% |
1H-indazole-5-carbaldehyde
2-Hydroxy-1,4-naphthoquinone
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline In dichloromethane for 18h; Reflux; Inert atmosphere; | 66% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 12h; Reflux; | 65% |
1H-indazole-5-carbaldehyde
5-Amino-2,3-dichloropyridine
(E)-N-(5,6-dichloropyridin-3-yl)-1-(1H-indazol-5-yl)methanimine
Conditions | Yield |
---|---|
With acetic acid In ethanol pH=4 - 5; Reflux; | 65% |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With piperidine In ethanol for 12h; Knoevenagel Condensation; Reflux; | 65% |
1H-indazole-5-carbaldehyde
phenylmagnesium bromide
(1H-indazol-5-yl)(phenyl)methanol
Conditions | Yield |
---|---|
Stage #1: 1H-indazole-5-carbaldehyde; phenylmagnesium bromide With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran for 72h; Stage #2: With water In tetrahydrofuran | 64% |
Stage #1: 1H-indazole-5-carbaldehyde; phenylmagnesium bromide With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran for 36h; Stage #2: With methanol In tetrahydrofuran | 64% |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With piperidine In ethanol for 12h; Knoevenagel Condensation; Reflux; | 63% |
1H-indazole-5-carbaldehyde
2-Bromoethyl methyl ether
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 72h; | A 59% B 30% |
1H-indazole-5-carbaldehyde
4-chloro-3-fluoroaniline
(E)-N-(4-chloro-3-fluorophenyl)-1-(1H-indazol-5-yl)methanimine
Conditions | Yield |
---|---|
With acetic acid In ethanol pH=4 - 5; Reflux; | 58% |
1H-indazole-5-carbaldehyde
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran; isopropyl alcohol at 20℃; for 12h; | 58% |
1H-indazole-5-carbaldehyde
diphenyl (6-methylpyridin-2-yl)(phenylamino)methylphosphonate
Conditions | Yield |
---|---|
Stage #1: 1H-indazole-5-carbaldehyde; diphenyl (6-methylpyridin-2-yl)(phenylamino)methylphosphonate With caesium carbonate In tetrahydrofuran; isopropyl alcohol at 20℃; for 12h; Stage #2: With hydrogenchloride In tetrahydrofuran; water; isopropyl alcohol | 58% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 12h; Reflux; | 51% |
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