3-Methyl-6-nitro-1H-indazole Cas no. 6494-19-5 Pazopanib Intermediates Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below: 1.Established manufacturer. 2.Pr
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inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
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inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
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Cas:6494-19-5
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inquirylower price 6494-19-5 3-Methyl-6-nitroindazole manufacturerAppearance:white to light-brown powder Storage:ventilated dry place Package:according to customers' requirements Application:pharma intermediate Transportation:By air(EMS or EUB or FedEx or T
Cas:6494-19-5
Min.Order:1 Gram
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inquiryWe are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov
Cas:6494-19-5
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inquiry3-Methyl-6-nitroindazole Basic information Product Name: 3-Methyl-6-nitroindazole Synonyms: 3-Methyl-6-nitro-1h-indazole 99%;1H-Indazole, 3-Methyl-6-nitro-;3-Methyl-6-Nitro-1H-;6-Nitro-3-Methylindazole;3-Methyl-6-nitro-1H-indazole≥ 99% (HPLC);
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryProduct name: 3-Methyl-6-Nitro-1H-Indazole CAS No.: 6494-19-5 Molecule Formula:C8H7N3O2 Molecule Weight:177.16 Purity: 99.0% Package: 25kg/drum Description:Brown solid Manufacture Standards:Enterprise Standard TEST
Cas:6494-19-5
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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inquiry2-ethyl-5-nitroaniline
3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With acetic acid; isopentyl nitrite at 20℃; for 0.75h; | 98% |
With tert.-butylnitrite In acetic acid at 20℃; for 0.75h; Inert atmosphere; | 98% |
With tert.-butylnitrite; acetic acid for 0.5h; | 98% |
3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With acetic acid |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 1.5 h / 0 °C 2: acetic acid; isopentyl nitrite / 1.5 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 0.5 h / 0 - 5 °C 2: tert.-butylnitrite; acetic acid / 0.5 h View Scheme |
3-methyl-6-nitro-1H-indazole
p-toluenesulfonyl chloride
3-methyl-6-nitro-1-(toluene-4-sulfonyl)-1H-indazole
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 12h; | 98% |
With methanesulfonic acid In tetrahydrofuran at 80℃; for 8h; Inert atmosphere; | 74% |
3-methyl-6-nitro-1H-indazole
2,3-dimethyl-6-amino-2H-indazole
Conditions | Yield |
---|---|
With ammonium formate; palladium 10% on activated carbon In methanol; water at 25 - 30℃; for 6h; | 96.7% |
Multi-step reaction with 2 steps 1: sulfuric acid / N,N-dimethyl-formamide; toluene / 3 h / Reflux 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol View Scheme | |
Multi-step reaction with 2 steps 1.1: 1,4-diaza-bicyclo[2.2.2]octane / N,N-dimethyl-formamide / 0.25 h / 20 °C 1.2: 6 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C View Scheme |
3-methyl-6-nitro-1H-indazole
di-tert-butyl dicarbonate
tert-butyl 3-methyl-6-nitro-1H-indazole-1-carboxylate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 192h; | 95% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; | 70.28% |
With triethylamine; dmap In dichloromethane at 20℃; for 3h; |
3-methyl-6-nitro-1H-indazole
3-methyl-1H-indazol-6-amine
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride In diethylene glycol dimethyl ether; water at 0 - 100℃; for 0.583333h; | 92% |
With nickel Hydrogenation; | |
With hydrogenchloride; water; iron Hydrogenation; | |
With ammonium formate; iron In ethanol; water at 90℃; for 2h; | |
With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 10h; |
3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride In diethylene glycol dimethyl ether; water at 0 - 100℃; for 0.583333h; Cooling with ice; Inert atmosphere; | 92% |
3-methyl-6-nitro-1H-indazole
methyl iodide
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
Stage #1: 3-methyl-6-nitro-1H-indazole With sodium In isopropyl alcohol for 3h; Reflux; Stage #2: methyl iodide In isopropyl alcohol for 5h; Reflux; | 87.6% |
3-methyl-6-nitro-1H-indazole
2-fluoro-6-methoxybenzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; Product distribution / selectivity; | 86.7% |
Conditions | Yield |
---|---|
Stage #1: 3-methyl-6-nitro-1H-indazole; dimethyl sulfate In toluene for 48h; Reflux; Stage #2: With sodium perchlorate In water | 86% |
3-methyl-6-nitro-1H-indazole
2-bromo-6-methoxybenzoic acid
1-(2-carboxy-3-methoxy)phenyl-3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; | 84% |
With hydrogenchloride; potassium carbonate In water; nitrobenzene | 7.45 g (75.9%) |
3-methyl-6-nitro-1H-indazole
trimethoxonium tetrafluoroborate
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
In ethyl acetate at 25 - 30℃; for 20h; | 82.4% |
In acetone at 20℃; for 3h; Product distribution / selectivity; | 73% |
In acetone at 20℃; for 3h; | 73% |
3-methyl-6-nitro-1H-indazole
carbonic acid dimethyl ester
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
Stage #1: 3-methyl-6-nitro-1H-indazole With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: carbonic acid dimethyl ester In N,N-dimethyl-formamide for 6h; Reflux; | 81.1% |
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide; isopropyl alcohol at 70℃; for 20h; Concentration; Reagent/catalyst; Temperature; Solvent; | 70.6% |
With sodium hydride for 5h; Reflux; |
3-methyl-6-nitro-1H-indazole
dimethyl sulfate
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
With sulfuric acid In dimethyl sulfoxide at 50℃; for 72h; Product distribution / selectivity; | 70% |
With sulfuric acid In dimethyl sulfoxide at 50℃; for 72h; | 70% |
With sulfuric acid In dimethyl sulfoxide at 50℃; for 72h; Product distribution / selectivity; | 70% |
3-methyl-6-nitro-1H-indazole
trimethyl orthoformate
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In dichloromethane at -30 - 0℃; for 0.25h; Stage #2: 3-methyl-6-nitro-1H-indazole In dichloromethane at 20℃; for 17h; | 65% |
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In dichloromethane at -30 - 0℃; for 0.25h; Stage #2: 3-methyl-6-nitro-1H-indazole In dichloromethane at -70 - 20℃; for 17.25h; Stage #3: With sodium hydrogencarbonate In dichloromethane; water Product distribution / selectivity; | 65% |
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In dichloromethane at -30 - 0℃; for 0.283333h; Stage #2: 3-methyl-6-nitro-1H-indazole In dichloromethane at -70 - 20℃; for 17.25h; Product distribution / selectivity; | 65% |
3-methyl-6-nitro-1H-indazole
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In dichloromethane at -70 - 0℃; for 0.25h; Stage #2: 3-methyl-6-nitro-1H-indazole In dichloromethane at -70 - 20℃; for 17.25h; Product distribution / selectivity; | 65% |
3-methyl-6-nitro-1H-indazole
carbonic acid dimethyl ester
A
2,3‑dimethyl‑6‑nitro‑2H‑indazole
Conditions | Yield |
---|---|
Stage #1: 3-methyl-6-nitro-1H-indazole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: carbonic acid dimethyl ester In N,N-dimethyl-formamide at 120℃; for 5h; | A 61% B 33% |
3-methyl-6-nitro-1H-indazole
2,6 difluorobenzonitrile
1-(2-cyano-3-fluorophenyl)-3-methyl-6-nitroindazole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; | 32.5% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In decane at 120℃; for 12h; Schlenk technique; Sealed tube; | 20% |
3-methyl-6-nitro-1H-indazole
3-methyl-6-nitro-1(2)H-indazol-7-ylamine
Conditions | Yield |
---|---|
With hydrogenchloride; propan-1-ol; sodium hydroxide; hydroxylamine |
3-methyl-6-nitro-1H-indazole
5-methyl-3-phenylisoxazole-4-carbonyl chloride
3-methyl-1-(5-methyl-3-phenyl-isoxazole-4-carbonyl)-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With triethylamine In benzene |
3-methyl-6-nitro-1H-indazole
3-methyl-5-phenylisoxazole-4-carbonyl chloride
3-methyl-1-(3-methyl-5-phenyl-isoxazole-4-carbonyl)-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With triethylamine In benzene |
3-methyl-6-nitro-1H-indazole
3-(2-chlorophenyl)-5-methylisoxazole-4-carbonyl chloride
1-[3-(2-chloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With triethylamine In benzene |
3-methyl-6-nitro-1H-indazole
3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolylcarbonyl chloride
1-[3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
With triethylamine In benzene |
3-methyl-6-nitro-1H-indazole
5-bromo-7-hydroxy-2-methyl-6H-pyrazolo<4,5,1-de>acridin-6-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating 3: 47percent aq. HBr, NaNO2 / methanol 4: 47percent HBr, CuBr / methanol 5: NaOMe / methanol; H2O 6: CF3SO3H / 4 h / 100 °C View Scheme |
3-methyl-6-nitro-1H-indazole
5-bromo-7-methoxy-2-methyl-6H-pyrazolo<4,5,1-de>acridin-6-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating 3: 47percent aq. HBr, NaNO2 / methanol 4: 47percent HBr, CuBr / methanol 5: NaOMe / methanol; H2O 6: CF3SO3H / 4 h / 100 °C View Scheme | |
Multi-step reaction with 6 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating 3: 47percent aq. HBr, NaNO2 / methanol 4: 47percent HBr, CuBr / methanol 5: NaOMe / methanol; H2O 6: 1.) CF3SO3H; 2.) K2CO3 / 1.) 100 deg C, 4 h; 2.) acetone, 10 h, reflux View Scheme |
3-methyl-6-nitro-1H-indazole
2-(6-Bromo-3-methyl-indazol-1-yl)-6-methoxy-benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating 3: 47percent aq. HBr, NaNO2 / methanol 4: 47percent HBr, CuBr / methanol View Scheme |
3-methyl-6-nitro-1H-indazole
6-amino-1-(2-carboxy-3-methoxyphenyl)-3-methylindazole
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating View Scheme |
3-methyl-6-nitro-1H-indazole
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 84 percent / K2CO3, CuI / dimethylformamide / 6 h / 100 °C 2: 88 percent / NH2NH2*H2O / 10percent Pd-C / H2O; ethanol / 2 h / Heating 3: 47percent aq. HBr, NaNO2 / methanol 4: 47percent HBr, CuBr / methanol 5: NaOMe / methanol; H2O View Scheme |
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