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Cas:259793-96-9
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inquiryFavipiravir, CAS No.:259793-96-9 Name: Favipiravir Synonyms: 6-Fluoro-3-hydroxypyrazine-2-carboxamide Molecular Structure Mol
Cas:259793-96-9
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inquiryTaizhou FredChem Co. Ltd. is a high-tech enterprise located in China Medical City specializing in R&D, manufacturing, sales of new APIS, pharmaceutical intermediates and fine chemicals. All of our company is committed to provide high quality chem
BOC Sciences is committed to supplying cost-effective products and services. We provide T 705 (Cas No:259793-96-9). Favipiravir, also known as T-705 or Avigan, is an experimental antiviral drug being developed by Toyama Chemical of Japan with acti
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DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
Cas:259793-96-9
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inquiryHigh quality 99%up Frequenly and commercially produced Produced under GMP regulation. With cGMP and DMF documents. One of the biggest prodcer in China Appearance:White to off-white crystalline powder Storage:room temperature Package:25kg/drum or
Items Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
Cas:259793-96-9
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inquiryOur main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block
Xi'an Kono Chem Co., Ltd., founded in 2014, is a holding enterprise of Hongkong Pioneer Biotech Group. It is an export-oriented manufacturing enterprise supported by the Ministry of Commerce. Kono Chem is located in Xi'an, Shaanxi Provin
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inquiryPyrazinecarboxamide, 6-fluoro-3,4-dihydro-3-oxo- (9CI) Basic information Product Name: Pyrazinecarboxamide, 6-fluoro-3,4-dihydro-3-oxo- (9CI) Synonyms: Pyrazinecarb
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by email in time pr
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inquiryName: Favipiravir CasNo:259793-96-9 Molecular Formula:C5H4FN3O2 Purity:98%~102% Molecular Weight:259793-96-9 Appearance:white powder Storage:Store in cool and dry place, away from sun light. Package:25kg Application:API Transportation:By sea or b
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inquiryHanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr
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inquiryHubei Yuanmeng Biological Technology Co., Ltd., which is located in Wuhan, China. We are specializing in the exportation of APIs, and plant extracts ect. Our products has been exported to America, Australia, Brazil, the Europe, Middle East and other
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Type:Trading Company
inquiry6-fluoro-3-hydroxy-2-cyanopyrazine
favipiravir
Conditions | Yield |
---|---|
Stage #1: 6-fluoro-3-hydroxy-2-cyanopyrazine With sulfuric acid at 50℃; for 4h; Stage #2: With water at 3 - 10℃; for 0.666667h; Stage #3: With sodium hydroxide In water at 10℃; for 0.75h; | 92.3% |
With sodium hydroxide In water at 5 - 45℃; for 5.5h; Large scale; | 91% |
With sulfuric acid at 50℃; for 4h; | 68.43% |
Stage #1: 6-fluoro-3-hydroxy-2-cyanopyrazine With dihydrogen peroxide; sodium hydroxide at 10 - 20℃; for 1h; Stage #2: With N-ethyl-N,N-diisopropylamine In ethyl acetate at 80℃; for 1h; Reagent/catalyst; |
favipiravir
Conditions | Yield |
---|---|
With ammonium carbonate Reagent/catalyst; | 92.3% |
3,6-difluoro-2-pyrazinecarboxamide
favipiravir
Conditions | Yield |
---|---|
With water; sodium hydroxide at 60℃; for 3h; | 92.1% |
With sodium hydrogencarbonate In 1,4-dioxane; water at 60℃; for 8h; | 82% |
With water; sodium hydrogencarbonate at 50℃; for 8.5h; | 65% |
3,6-difluoropyrazine-2-carbonitrile
favipiravir
Conditions | Yield |
---|---|
Stage #1: 3,6-difluoropyrazine-2-carbonitrile With sodium acetate In tetrahydrofuran; water for 20h; Reflux; Stage #2: With dihydrogen peroxide; sodium hydroxide In water; toluene at 0 - 20℃; for 4h; | 89.6% |
Multi-step reaction with 2 steps 1.1: sodium acetate; water / toluene; dimethyl sulfoxide / 7 h / 50 °C 2.1: sulfuric acid / 4 h / 50 °C 2.2: 0.67 h / 3 - 10 °C 2.3: 0.75 h / 10 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride / tetrahydrofuran / 1.5 h / 60 °C 2: sodium hydrogencarbonate / 1,4-dioxane; water / 8 h / 60 °C View Scheme |
dicyclohexylamine salt
favipiravir
Conditions | Yield |
---|---|
Stage #1: dicyclohexylamine salt With water; sodium hydroxide In toluene at 20℃; for 0.5h; Stage #2: With dihydrogen peroxide In toluene at 15 - 25℃; for 0.5h; | 84% |
Stage #1: dicyclohexylamine salt With sodium hydroxide In water; toluene at 15 - 25℃; for 0.5h; Stage #2: With water; dihydrogen peroxide at 15 - 30℃; Stage #3: With hydrogenchloride In water |
favipiravir
Conditions | Yield |
---|---|
With ammonia; sodium In tetrahydrofuran at -70 - -65℃; | 72% |
2-hydroxypyrazine-3-carboxamide
favipiravir
Conditions | Yield |
---|---|
With 1-fluoro-4-methyl-1,4-diazoniabicyclo<2.2.2>octane ditetrafluoroborate In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 70 - 80℃; for 20h; Reagent/catalyst; Solvent; Temperature; | 71.3% |
With fluorine In water | |
Multi-step reaction with 5 steps 1.1: bromine / acetonitrile / 6 h / 0 - 40 °C 2.1: trichlorophosphate / chlorobenzene / 0.5 h / 60 °C 2.2: 2.67 h / 90 - 100 °C 3.1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 2.5 h / 60 °C 4.1: sodium acetate; water / toluene; dimethyl sulfoxide / 7 h / 50 °C 5.1: sulfuric acid / 4 h / 50 °C 5.2: 0.67 h / 3 - 10 °C 5.3: 0.75 h / 10 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: pyridine; N-chloro-succinimide / acetonitrile / 4 h / 80 - 85 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine; phosphorus(V) oxybromide / chlorobenzene / 4 h / 0 °C / Reflux 3.1: potassium fluoride / N,N-dimethyl-formamide / 20 h / 80 - 85 °C 4.1: sodium acetate / tetrahydrofuran; water / 20 h / Reflux 4.2: 4 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetonitrile / 55 - 60 °C 2.1: formic acid / 5 - 10 °C 2.2: 5 - 8 °C 3.1: ammonia; sodium / tetrahydrofuran / -70 - -65 °C View Scheme |
favipiravir
Conditions | Yield |
---|---|
With potassium fluoride; 18-crown-6 ether In toluene at 100℃; for 20h; | 15.96% |
Multi-step reaction with 4 steps 1.1: trichlorophosphate / chlorobenzene / 0.5 h / 60 °C 1.2: 2.67 h / 90 - 100 °C 2.1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 2.5 h / 60 °C 3.1: sodium acetate; water / toluene; dimethyl sulfoxide / 7 h / 50 °C 4.1: sulfuric acid / 4 h / 50 °C 4.2: 0.67 h / 3 - 10 °C 4.3: 0.75 h / 10 °C View Scheme | |
Multi-step reaction with 4 steps 1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C 2: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 3: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 4: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: trichlorophosphate / 0.25 h / 70 °C 1.2: 6 h / 20 - 100 °C 1.3: 1 h 2.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C 3.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 °C 4.1: sodium hydrogencarbonate; water / dimethyl sulfoxide / 8 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: diethylamino-sulfur trifluoride / dichloromethane / 5 h / 0 °C 2: 18-crown-6 ether; potassium fluoride / toluene / 20 h / 110 °C 3: methanol; sodium hydrogencarbonate; water / 8 h / 50 °C View Scheme |
favipiravir
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; sodium chloride; sodium thiosulfate In chloroform; water; acetonitrile | |
With chloro-trimethyl-silane; sodium iodide; sodium chloride; sodium thiosulfate In chloroform; water; acetonitrile |
methyl 6-fluoro-3-oxo-3,4-dihydro-2-pyrazinecarboxylate
favipiravir
Conditions | Yield |
---|---|
With sodium bicarbonate; sodium chloride; ammonia In methanol; water; ethyl acetate |
6-fluoro-3-oxo-3,4-dihydro-2-pyrazinecarbonitrile
favipiravir
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid; dihydrogen peroxide In water |
3-amino-6-fluoro-2-pyrazinecarboxamide
favipiravir
Conditions | Yield |
---|---|
With sodium bicarbonate; sodium chloride; sulfuric acid; sodium nitrite In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; di-isopropyl ether; water; ethyl acetate |
3,6-dichloropyrazine-2-carbonitrile
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 2.5 h / 60 °C 2.1: sodium acetate; water / toluene; dimethyl sulfoxide / 7 h / 50 °C 3.1: sulfuric acid / 4 h / 50 °C 3.2: 0.67 h / 3 - 10 °C 3.3: 0.75 h / 10 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 55 °C / Sealed tube 2: dihydrogen peroxide / 2 h / 27 °C 3: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 2: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 3: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme |
C9H8ClN3O3
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 2.1: sodium hydrogencarbonate; water / 4 h / 100 °C 2.2: 1.17 h / 20 °C 3.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 3.2: 0.5 h / 15 - 25 °C View Scheme |
C9H8FN3O3
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate; water / 4 h / 100 °C 1.2: 1.17 h / 20 °C 2.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 2.2: 0.5 h / 15 - 25 °C View Scheme |
C9H10N4O6S
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium fluoride / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere 1.2: 3 h / 80 °C 1.3: 20 °C 2.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 2.2: 0.5 h / 15 - 25 °C View Scheme |
C9H12N2O4
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: acetyl chloride; isopentyl nitrite / isopropyl alcohol / 1.5 h / 5 - 40 °C / Inert atmosphere 2.1: trichlorophosphate / toluene; N,N-dimethyl-formamide / 7 h / 15 - 70 °C / Inert atmosphere 3.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 4.1: sodium hydrogencarbonate; water / 4 h / 100 °C 4.2: 1.17 h / 20 °C 5.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 5.2: 0.5 h / 15 - 25 °C View Scheme |
C9H11N3O5
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: trichlorophosphate / toluene; N,N-dimethyl-formamide / 7 h / 15 - 70 °C / Inert atmosphere 2.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 3.1: sodium hydrogencarbonate; water / 4 h / 100 °C 3.2: 1.17 h / 20 °C 4.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 4.2: 0.5 h / 15 - 25 °C View Scheme |
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: trifluoroacetic acid; hydroxylamine hydrochloride / methanol / 5 h / 10 °C / Inert atmosphere; Reflux 2.1: toluene-4-sulfonic acid; acetic acid / 2 h / 77 - 80 °C / Industrial scale 3.1: trichlorophosphate; triethylamine hydrochloride / 4 h / 85 °C 4.1: triethylamine / 2 h / 80 °C 5.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 6.1: sodium hydrogencarbonate; water / 4 h / 100 °C 6.2: 1.17 h / 20 °C 7.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 7.2: 0.5 h / 15 - 25 °C View Scheme |
C11H17N3O6
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid; acetic acid / 2 h / 77 - 80 °C / Industrial scale 2.1: trichlorophosphate; triethylamine hydrochloride / 4 h / 85 °C 3.1: triethylamine / 2 h / 80 °C 4.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 5.1: sodium hydrogencarbonate; water / 4 h / 100 °C 5.2: 1.17 h / 20 °C 6.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 6.2: 0.5 h / 15 - 25 °C View Scheme |
C7H5N3O4
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: trichlorophosphate; triethylamine hydrochloride / 4 h / 85 °C 2.1: triethylamine / 2 h / 80 °C 3.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 4.1: sodium hydrogencarbonate; water / 4 h / 100 °C 4.2: 1.17 h / 20 °C 5.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 5.2: 0.5 h / 15 - 25 °C View Scheme |
methyl-5-chloroisoxazolo[4,5-b]pyrazine-3-carboxylate
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / 2 h / 80 °C 2.1: potassium fluoride / dimethyl sulfoxide / 4 h / 90 °C 3.1: sodium hydrogencarbonate; water / 4 h / 100 °C 3.2: 1.17 h / 20 °C 4.1: water; sodium hydroxide / toluene / 0.5 h / 20 °C 4.2: 0.5 h / 15 - 25 °C View Scheme |
2-pyrazine carbonitrile
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: acetic acid; dihydrogen peroxide / 22 h / -5 - 95 °C 2.1: trichlorophosphate / 1.83 h / 50 - 70 °C 2.2: 6 h / 96 °C 3.1: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 55 °C / Sealed tube 4.1: dihydrogen peroxide / 2 h / 27 °C 5.1: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme |
1,4-dioxopyrazinamide
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: trichlorophosphate / 1.83 h / 50 - 70 °C 1.2: 6 h / 96 °C 2.1: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 55 °C / Sealed tube 3.1: dihydrogen peroxide / 2 h / 27 °C 4.1: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: trichlorophosphate / chlorobenzene / 1.83 h / 50 - 70 °C 1.2: 8 h / 110 °C 2.1: tetrabutyl ammonium fluoride; tetrabutylammomium bromide / 3 h / 60 °C / Sealed tube 3.1: sodium acetate; water / 1,4-dioxane / 7 h / 55 °C 4.1: sulfuric acid / 4 h / 50 °C View Scheme |
3-aminopyrazinoic acid
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: sulfuric acid / 20 °C / Cooling with ice 2: N-Bromosuccinimide / acetonitrile / 20 °C 3: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C 4: ammonium hydroxide / 3 h / 20 °C 5: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C 6: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 7: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 8: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: sulfuric acid / 48 h / Cooling with ice 2.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere 3.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C 3.2: 1.5 h 4.1: ammonium hydroxide / 3 h / 20 °C 5.1: trichlorophosphate / 0.25 h / 70 °C 5.2: 6 h / 20 - 100 °C 5.3: 1 h 6.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C 7.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 °C 8.1: sodium hydrogencarbonate; water / dimethyl sulfoxide / 8 h / 50 °C View Scheme |
Methyl 3-amino-2-pyrazinecarboxylate
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: N-Bromosuccinimide / acetonitrile / 20 °C 2: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C 3: ammonium hydroxide / 3 h / 20 °C 4: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C 5: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 6: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 7: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere 2.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C 2.2: 1.5 h 3.1: ammonium hydroxide / 3 h / 20 °C 4.1: trichlorophosphate / 0.25 h / 70 °C 4.2: 6 h / 20 - 100 °C 4.3: 1 h 5.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C 6.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 °C 7.1: sodium hydrogencarbonate; water / dimethyl sulfoxide / 8 h / 50 °C View Scheme |
methyl 3-amino-6-bromopyrazine-2-carboxylate
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C 2: ammonium hydroxide / 3 h / 20 °C 3: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C 4: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 5: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 6: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C 1.2: 1.5 h 2.1: ammonium hydroxide / 3 h / 20 °C 3.1: trichlorophosphate / 0.25 h / 70 °C 3.2: 6 h / 20 - 100 °C 3.3: 1 h 4.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C 5.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 °C 6.1: sodium hydrogencarbonate; water / dimethyl sulfoxide / 8 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1: sulfuric acid; sodium nitrite / 0.5 h / 0 - 60 °C 2: bromine; potassium carbonate / tetrahydrofuran / 12 h / 66 °C 3: tetrabutylammomium bromide; potassium fluoride / dimethyl sulfoxide; toluene / 3 h / 80 °C 4: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 - 25 °C 5: ammonium carbonate View Scheme |
3-hydroxy-6-bromopyrazine-2-carboxylic acid methyl ester
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: ammonium hydroxide / 3 h / 20 °C 2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C 3: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C 4: dihydrogen peroxide / toluene; dimethyl sulfoxide / 2 h / 27 °C / Cooling with ice 5: sodium hydrogencarbonate; water / 8.5 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: ammonium hydroxide / 3 h / 20 °C 2.1: trichlorophosphate / 0.25 h / 70 °C 2.2: 6 h / 20 - 100 °C 2.3: 1 h 3.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C 4.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 °C 5.1: sodium hydrogencarbonate; water / dimethyl sulfoxide / 8 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1: bromine; potassium carbonate / tetrahydrofuran / 12 h / 66 °C 2: tetrabutylammomium bromide; potassium fluoride / dimethyl sulfoxide; toluene / 3 h / 80 °C 3: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 - 25 °C 4: ammonium carbonate View Scheme |
3-amino-6-bromo-pyrazine-2-carboxylic acid
favipiravir
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: sulfuric acid / 48 h / 0 - 40 °C 2: sulfuric acid; sodium nitrite / 0.5 h / 0 - 60 °C 3: bromine; potassium carbonate / tetrahydrofuran / 12 h / 66 °C 4: tetrabutylammomium bromide; potassium fluoride / dimethyl sulfoxide; toluene / 3 h / 80 °C 5: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 - 25 °C 6: ammonium carbonate View Scheme |
favipiravir
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 60 - 65℃; for 0.166667h; Mitsunobu Displacement; Inert atmosphere; | 90% |
diethyl 2-((2-cyanoethyl)(2-hydroxyethyl)amino)ethylphosphonate
favipiravir
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 60 - 65℃; for 0.166667h; Mitsunobu Displacement; Inert atmosphere; Overall yield = 93 %; | A 23% B 70% |
tetraethyl 2,2'-(2-hydroxyethylazanediyl)bis(ethane-2,1-diyl)diphosphonate
favipiravir
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 60 - 65℃; for 0.166667h; Solvent; Temperature; Time; Mitsunobu Displacement; Inert atmosphere; Overall yield = 94 %; | A 39% B 55% |
favipiravir
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 60 - 65℃; for 0.166667h; Mitsunobu Displacement; Inert atmosphere; | 51% |
diethyl 2-((2-hydroxyethyl)(2-(trityloxy)ethyl)amino)ethylphosphonate
favipiravir
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 60 - 65℃; for 0.166667h; Mitsunobu Displacement; Inert atmosphere; Overall yield = 73 %; | A 49% B 24% |
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate
favipiravir
Conditions | Yield |
---|---|
Stage #1: favipiravir With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; | 36% |
[2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1,3-oxathiolan-5-yl] acetate
favipiravir
Conditions | Yield |
---|---|
Stage #1: favipiravir With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 20℃; for 1.5h; Inert atmosphere; Cooling with ice; Stage #2: [2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1,3-oxathiolan-5-yl] acetate With tin(IV) chloride In acetonitrile at 20℃; for 0.333333h; Inert atmosphere; Cooling with ice; | A 30.8% B 11.8% |
favipiravir
Conditions | Yield |
---|---|
Stage #1: favipiravir With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 20℃; for 1.5h; Inert atmosphere; Cooling with ice; Stage #2: 2-tert-butyldiphenylsilyloxymethyl-4-acetyl-1,3-oxathiolane With tin(IV) chloride In acetonitrile at 20℃; for 0.333333h; Inert atmosphere; Cooling with ice; | A 12.7% B 27% |
Conditions | Yield |
---|---|
Stage #1: favipiravir With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: ((3-((methylsulfonyl)oxy)cyclobutyl)methyl)benzoate In N,N-dimethyl-formamide; mineral oil at 130℃; for 25h; | 26% |
N,O-bis-(trimethylsilyl)-acetamide
favipiravir
Conditions | Yield |
---|---|
In acetonitrile at 0 - 20℃; for 1.5h; |
favipiravir
6-fluoro-3-hydroxy-2-pyrazinecarboxamide monosodium salt
Conditions | Yield |
---|---|
With sodium hydroxide In water pH=7; Reagent/catalyst; Solvent; pH-value; Temperature; |
1-deoxy-1-(methylamino)-D-glucitol
favipiravir
6-fluoro-3-hydroxy-2-pyrazinecarboxamide meglumine salt
Conditions | Yield |
---|---|
In water Concentration; Temperature; |
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