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Cas:319460-85-0
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inquiryItems Standard Result Description Almost white powder Complies Identification H-NMR, MS,HPLC
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Name:Axitinib The alias:N-Methyl-2-((3-((1E)-2-(pyridin-2-yl)ethenyl)-1H-indazol-6-yl)sulfanyl)benzamide; N-methyl-2-({3-[(E)-2-pyridin-2-ylethenyl]-1H-indazol-6-yl}sulfanyl)benzamide CAS NO: 319460-85-0 Molecular formula:C22H18N4OS Molecular wei
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inquiryProduct name: Axitinib Cas Number: 319460-85-0 Moculer formula:C22H18N4OS Moculer weight: 386.47 Molar mass: 386.469 g/mol Appearance: Off-white powder Assay(By HPLC): ≥99.0% Axitinib is a small molecule tyrosine kinase inhibitor develo
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inquiryAbout Product Details Items Specifications Test Results Appearance White to white crystalline powde
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Type:Lab/Research institutions
inquiryaxitinib
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In neat (no solvent) for 0.75h; Milling; | 99% |
With toluene-4-sulfonic acid In methanol; water at 64℃; for 1 - 5h; Product distribution / selectivity; | 98% |
With toluene-4-sulfonic acid In methanol; water at 65℃; for 4h; Reagent/catalyst; Inert atmosphere; | 95.4% |
axitinib
Conditions | Yield |
---|---|
With 1,2-diaminopropan In 1-methyl-pyrrolidin-2-one at 40 - 70℃; for 1h; | 95% |
axitinib
Conditions | Yield |
---|---|
In methanol; acetic acid at 60℃; | 92% |
Stage #1: 6-[2-(methylcarbamoyl)phenylsulfanyl]-3-E-[2-(pyridin-2-yl)ethenyl]indazole ethylacetate solvate With toluene-4-sulfonic acid In ethanol at 82℃; for 14h; Stage #2: With sodium hydrogencarbonate In ethanol; water at 20℃; for 2h; |
axitinib
Conditions | Yield |
---|---|
In NaHCO3; ethyl acetate at 65℃; | 92% |
2-vinylpyridine
2-((3-iodo-1H-indazol-6-yl)thio)-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
Stage #1: 2-((3-iodo-1H-indazol-6-yl)thio)-N-methylbenzamide With palladium diacetate; acetic anhydride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1-methyl-pyrrolidin-2-one at 25 - 50℃; Inert atmosphere; Stage #2: 2-vinylpyridine In 1-methyl-pyrrolidin-2-one at 50 - 95℃; for 12h; | 70.68% |
With tris-(o-tolyl)phosphine; lithium bromide; palladium diacetate In 2,4-dichlorophenoxyacetic acid dimethylamine at 110℃; for 25h; Product distribution / selectivity; Heck Reaction; | |
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; tris-(o-tolyl)phosphine; lithium bromide; palladium diacetate In DMA at 110℃; for 25h; Product distribution / selectivity; Inert atmosphere; |
Conditions | Yield |
---|---|
With triethylamine In neat (no solvent) at 100℃; for 24h; Heck Reaction; Green chemistry; | 70% |
2-mercapto-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
With palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane for 48h; Inert atmosphere; Reflux; | 54% |
2-vinylpyridine
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: palladium diacetate; triethylamine; triphenylphosphine; tetrabutylammomium bromide; sodium bromide / neat (no solvent) / 1.5 h / Milling 2: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / neat (no solvent) / 0.83 h / Milling 3: toluene-4-sulfonic acid / neat (no solvent) / 0.75 h / Milling View Scheme |
2-vinylpyridine
axitinib
Conditions | Yield |
---|---|
Stage #1: 2-vinylpyridine; N-1 Boc 2-(3-iodo-1H-indazol-6-ylsulfanyl)-N-methyl-benzamide for 2h; Heck Reaction; Stage #2: With tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 100℃; Stage #3: With trifluoroacetic acid Product distribution / selectivity; |
axitinib
Conditions | Yield |
---|---|
In tetrahydrofuran at 20 - 65℃; for 18h; Purification / work up; |
axitinib
Conditions | Yield |
---|---|
With trifluoroacetic acid In N,N-dimethyl-formamide |
6-Iodo-1H-indazole
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium hydrogencarbonate; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.5 h / 25 °C / Inert atmosphere; Large scale 1.2: 3 h / 25 - 50 °C / Inert atmosphere; Large scale 2.1: iodine; potassium hydroxide / 1-methyl-pyrrolidin-2-one; water / 5.5 h / 25 °C / Inert atmosphere; Large scale 3.1: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale 4.1: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale 5.1: 1,2-diaminopropan / water; tetrahydrofuran / 12.5 h / 50 °C / Inert atmosphere; Large scale View Scheme |
2-((1H-indazol-6-yl)thio)-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: iodine; potassium hydroxide / 1-methyl-pyrrolidin-2-one; water / 5.5 h / 25 °C / Inert atmosphere; Large scale 2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale 3: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale 4: 1,2-diaminopropan / water; tetrahydrofuran / 12.5 h / 50 °C / Inert atmosphere; Large scale View Scheme |
2-((3-iodo-1H-indazol-6-yl)thio)-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale 2: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale 3: 1,2-diaminopropan / water; tetrahydrofuran / 12.5 h / 50 °C / Inert atmosphere; Large scale View Scheme |
N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide
axitinib
Conditions | Yield |
---|---|
With 1,2-diaminopropan In tetrahydrofuran; water at 50℃; for 12.5h; Inert atmosphere; Large scale; | 28.0 kg |
2-mercapto-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium hydrogencarbonate; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.5 h / 25 °C / Inert atmosphere; Large scale 1.2: 3 h / 25 - 50 °C / Inert atmosphere; Large scale 2.1: iodine; potassium hydroxide / 1-methyl-pyrrolidin-2-one; water / 5.5 h / 25 °C / Inert atmosphere; Large scale 3.1: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale 4.1: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale 5.1: 1,2-diaminopropan / water; tetrahydrofuran / 12.5 h / 50 °C / Inert atmosphere; Large scale View Scheme |
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: methanesulfonic acid / tetrahydrofuran / 6 h / Reflux 2.1: sodiumsulfide nonahydrate / water; methanol / 60 °C 3.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 3.2: 5.5 h / 0 °C 4.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 5.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
(Ε)-6-nitro-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)indazole
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodiumsulfide nonahydrate / water; methanol / 60 °C 2.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 2.2: 5.5 h / 0 °C 3.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 4.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: ammonium chloride; iron / water; ethanol / 2 h / 50 °C 2.1: sodium nitrite; acetic acid / water / 2 h / 0 °C 2.2: 1.17 h / 0 °C 2.3: 2.08 h / 0 °C 3.1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0); caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere 4.1: toluene-4-sulfonic acid / water; methanol / 4 h / 65 °C / Inert atmosphere View Scheme |
(Ε)-6-amino-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)indazole
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 1.2: 5.5 h / 0 °C 2.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 3.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium nitrite; acetic acid / water / 2 h / 0 °C 1.2: 1.17 h / 0 °C 1.3: 2.08 h / 0 °C 2.1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0); caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere 3.1: toluene-4-sulfonic acid / water; methanol / 4 h / 65 °C / Inert atmosphere View Scheme |
6-nitroindazole
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: potassium carbonate; iodine / N,N-dimethyl-formamide / 25 - 60 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 60 °C 3.1: potassium carbonate; 1,10-Phenanthroline; copper(l) iodide / N,N-dimethyl-formamide / 8 h / 60 - 100 °C / Inert atmosphere 3.2: 60 °C 4.1: methanesulfonic acid / tetrahydrofuran / 6 h / Reflux 5.1: sodiumsulfide nonahydrate / water; methanol / 60 °C 6.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 6.2: 5.5 h / 0 °C 7.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 8.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / 2 h / 82 °C 2.1: sodium hydroxide; iodine / N,N-dimethyl-formamide / 14 h / 10 - 25 °C 2.2: 0.5 h / 20 °C 3.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium dichloride / N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere 4.1: ammonium chloride; iron / water; ethanol / 2 h / 50 °C 5.1: sodium nitrite; acetic acid / water / 2 h / 0 °C 5.2: 1.17 h / 0 °C 5.3: 2.08 h / 0 °C 6.1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0); caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere 7.1: toluene-4-sulfonic acid / water; methanol / 4 h / 65 °C / Inert atmosphere View Scheme |
2-mercapto-N-methylbenzamide
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 2: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
2,2'-dithiobenzoic acid
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux 2: tetrahydrofuran / 11 h / 0 - 20 °C / pH 9 - 10 3: sodium tetrahydroborate / tetrahydrofuran / 0 - 30 °C 4: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 5: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
2,2'-dithiodibenzoic acid dichloride
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrahydrofuran / 11 h / 0 - 20 °C / pH 9 - 10 2: sodium tetrahydroborate / tetrahydrofuran / 0 - 30 °C 3: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 4: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
2,2'-dithiobis(N-methylbenzamide)
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium tetrahydroborate / tetrahydrofuran / 0 - 30 °C 2: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 3: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
3-iodo-6-nitro-1H-indazole
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 60 °C 2.1: potassium carbonate; 1,10-Phenanthroline; copper(l) iodide / N,N-dimethyl-formamide / 8 h / 60 - 100 °C / Inert atmosphere 2.2: 60 °C 3.1: methanesulfonic acid / tetrahydrofuran / 6 h / Reflux 4.1: sodiumsulfide nonahydrate / water; methanol / 60 °C 5.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 5.2: 5.5 h / 0 °C 6.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 7.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium carbonate; 1,10-Phenanthroline; copper(l) iodide / N,N-dimethyl-formamide / 8 h / 60 - 100 °C / Inert atmosphere 1.2: 60 °C 2.1: methanesulfonic acid / tetrahydrofuran / 6 h / Reflux 3.1: sodiumsulfide nonahydrate / water; methanol / 60 °C 4.1: acetic acid; sulfuric acid; sodium nitrite / water / 4 h / -5 - 0 °C 4.2: 5.5 h / 0 °C 5.1: potassium carbonate; copper(l) iodide; 2-vinylpyridine / N,N-dimethyl-formamide / 12 h / 100 °C 6.1: water; hydrogenchloride; methanol / 6 h / 60 °C View Scheme |
1,3-dibromobenzene
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: aluminum (III) chloride / 1 h / 100 °C / Inert atmosphere 2: potassium hydroxide / methanol; water / 1.5 h / 20 °C 3: hydrogenchloride / methanol; water / 12 h / 50 °C 4: copper(I) oxide / i-Amyl alcohol / 5 h / Inert atmosphere; Reflux 5: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 50 °C 6: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / 48 h / Inert atmosphere; Reflux View Scheme |
2,4-dibromoacetophenone
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium hydroxide / methanol; water / 1.5 h / 20 °C 2: hydrogenchloride / methanol; water / 12 h / 50 °C 3: copper(I) oxide / i-Amyl alcohol / 5 h / Inert atmosphere; Reflux 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 50 °C 5: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / 48 h / Inert atmosphere; Reflux View Scheme |
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogenchloride / methanol; water / 12 h / 50 °C 2: copper(I) oxide / i-Amyl alcohol / 5 h / Inert atmosphere; Reflux 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 50 °C 4: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / 48 h / Inert atmosphere; Reflux View Scheme |
axitinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 50 °C 2: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / 48 h / Inert atmosphere; Reflux View Scheme |
Conditions | Yield |
---|---|
With palladium In 1-methyl-pyrrolidin-2-one; ethanol at 65 - 75℃; for 1h; Solvent; | 99.9% |
axitinib
acetyl chloride
N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 16h; Cooling with ice; | 99% |
With triethylamine In dichloromethane at 20℃; for 16h; Cooling with ice; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 98% |
2,3-dihydro-2H-furan
axitinib
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 80℃; for 2h; | 96% |
axitinib
Conditions | Yield |
---|---|
Stage #1: axitinib; p-nitrophenyl 13,13,14,14-tetramethyl-3,6,9,12-tetraoxa-13-silapentadec-1-yl carbonate With triethylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With hydrogenchloride; ethanol at 20℃; for 2h; | 95.3% |
axitinib
N-tert-butoxycarbonyl aspartic acid tert-butyl ester
Conditions | Yield |
---|---|
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; | 93.6% |
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; | 93.6% |
axitinib
formaldehyd
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide at 0℃; for 3h; | 93% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 80℃; for 7h; | 92% |
axitinib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 89% |
With triethylamine In N,N-dimethyl-formamide at 20℃; | 89% |
axitinib
Conditions | Yield |
---|---|
Stage #1: axitinib; (2-(2-((tert-butyldimethylsilyl)oxy)ethoxy)ethyl)(4-nitrophenyl) carbonate With triethylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With hydrogenchloride; ethanol at 20℃; for 2h; | 87.8% |
axitinib
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 87% |
With triethylamine In N,N-dimethyl-formamide at 20℃; | 77% |
With triethylamine In N,N-dimethyl-formamide for 1h; | 4.1 g |
With triethylamine In N,N-dimethyl-formamide for 1h; | 4.1 g |
With triethylamine In N,N-dimethyl-formamide for 1h; | 4.1 g |
axitinib
t-butyl malonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 87% |
axitinib
Conditions | Yield |
---|---|
With hydrogen bromide In isopropyl alcohol at 20 - 50℃; | 84% |
axitinib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 83.1% |
axitinib
Conditions | Yield |
---|---|
With hydrogenchloride In isopropyl alcohol at 20 - 50℃; | 83% |
axitinib
1-dodecyl p-nitrophenyl carbonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 82.3% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 82.3% |
axitinib
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
With dmap In dichloromethane at 25℃; for 16h; | 81.9% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 20 - 50℃; | 81% |
axitinib
pivaloyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 81% |
With triethylamine In dichloromethane at 20℃; Inert atmosphere; Cooling with ice; | 81% |
axitinib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide | 81% |
axitinib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 81% |
axitinib
(2-(2-methoxyethoxy)ethyl) (4-nitrophenyl) carbonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 80.6% |
axitinib
Conditions | Yield |
---|---|
Stage #1: axitinib; 4-nitrophenyl (2,2,3,3-tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl) carbonate With triethylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With hydrogenchloride; ethanol at 20℃; for 2h; | 79.8% |
axitinib
methyl (2-ethoxy)(4-nitrophenyl)carbonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 79.8% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 79.8% |
axitinib
4-nitrophenyl n-pentyl carbonate
Conditions | Yield |
---|---|
With triethylamine at 20℃; for 3h; | 77% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 77% |
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