Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryUnique advantages of Febuxostat Intermediate Cas 160844-75-7 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:1kg/foil bag;25kg/drum Appli
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/628.html Product Name Ethyl 2-(3-cya
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inquiryProduct Name: Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate CAS: 160844-75-7 MF: C18H20N2O3S MW: 344.43 EINECS: 927-913-5 Mol File: 160844-75-7.mol Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarbox
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inquiryEthyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate CAS: 160844-75-7 Specification Items Specification Product name Febuxostat Intermediate CAS# 1608
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inquiry5-bromo-2-isobutoxy-benzonitrile
ethyl 4-methylthiazole-5-carboxylate
A
C22H24N2O2
B
diethyl 4,4-dimethyl-2,2-bithiazole-5,5-dicarboxylate
C
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With di-tert-butyl(cyclohexyl)phosphine; potassium carbonate; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Reagent/catalyst; Inert atmosphere; | A n/a B n/a C 100% |
With potassium carbonate; di-tert-butyl(cyclohexyl)phosphine; palladium diacetate In xylene at 120℃; for 5h; Product distribution / selectivity; Inert atmosphere; |
2-(3-bromo-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With copper(l) iodide In N,N-dimethyl-formamide at 130 - 140℃; for 16h; | 98.5% |
Isobutyl bromide
ethyl-2-(3-cyano-4-hydroxy phenyl)-4-methyl thiozole-5-carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In ethyl acetate at 65 - 70℃; for 5h; Temperature; Solvent; Reagent/catalyst; | 98.2% |
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 8h; | 92.9% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; | 88% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; | 88% |
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 15h; | 2.28 g |
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With ammonium hydroxide; sodium persulfate; sodium iodide; iron(II) chloride In 1,2-dichloro-ethane at 20 - 50℃; for 16h; Reagent/catalyst; Solvent; Temperature; | 98% |
With hydroxylamine hydrochloride; sodium formate In formic acid for 3h; Product distribution / selectivity; Reflux; | 96% |
With formic acid; hydroxylamine hydrochloride; sodium formate at 100℃; for 7h; | 95.2% |
5-bromo-2-isobutoxy-benzonitrile
ethyl 4-methylthiazole-5-carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With di-tert-butyl(cyclohexyl)phosphine; potassium hydrogencarbonate; isobutyric Acid; copper(I) bromide; palladium dichloride In toluene at 25℃; for 21h; Reagent/catalyst; Time; Inert atmosphere; Reflux; | 93% |
With potassium carbonate; di-tert-butyl(cyclohexyl)phosphine; palladium diacetate In xylene at 20℃; for 24.5h; Product distribution / selectivity; Reflux; | 82% |
With di-tert-butyl(cyclohexyl)phosphine; copper(I) bromide dimethylsulfide complex; potassium carbonate; isobutyric Acid; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; Sealed tube; | 98.2 %Chromat. |
ethyl 4-methylthiazole-5-carboxylate
2-methyl-propan-1-ol
5-Bromo-2-fluoro-benzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-methyl-propan-1-ol With potassium tert-butylate In toluene Stage #2: 5-Bromo-2-fluoro-benzonitrile at 20℃; for 2h; Stage #3: ethyl 4-methylthiazole-5-carboxylate With di-tert-butyl(cyclohexyl)phosphine; potassium hydrogencarbonate; isobutyric Acid; copper(I) bromide; palladium dichloride In toluene for 15h; Inert atmosphere; Reflux; | 91% |
chloroacetic acid ethyl ester
3-cyanoisobutoxybenzothioamide
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In ethanol at 100℃; for 2h; | 85% |
Isobutyl bromide
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate With hydroxylamine hydrochloride In dimethyl sulfoxide at 40℃; for 0.5h; Stage #2: With acetyl chloride In dimethyl sulfoxide at 70 - 80℃; Stage #3: Isobutyl bromide With potassium carbonate In dimethyl sulfoxide at 20 - 80℃; | 84% |
Stage #1: ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate With hydroxylamine hydrochloride In dimethyl sulfoxide for 0.5h; Stage #2: With acetyl chloride In dimethyl sulfoxide at 70 - 80℃; Stage #3: Isobutyl bromide With potassium carbonate In dimethyl sulfoxide at 70 - 80℃; for 5h; | 84% |
(2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester)
Isobutyl bromide
N,N-dimethyl-formamide
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: (2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester); Isobutyl bromide; N,N-dimethyl-formamide With potassium carbonate at 90 - 95℃; Stage #2: With trichlorophosphate at 0 - 60℃; for 2h; Stage #3: With ammonia; iodine at 10 - 20℃; for 2h; Temperature; Solvent; | 83% |
5-bromo-2-isobutoxy-benzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 12h; Reagent/catalyst; Temperature; Suzuki Coupling; Inert atmosphere; Green chemistry; | 79% |
ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate
5-iodo-2-isobutoxy-benzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; for 36h; Reagent/catalyst; Solvent; | 61% |
ethyl 2-chloro-3-oxo-butyrate
3-cyanoisobutoxybenzothioamide
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In ethanol at 100℃; for 2h; | 306 mg |
In toluene Product distribution / selectivity; Reflux; | |
In ethyl acetate; N,N-dimethyl-formamide at 80 - 85℃; for 22h; | |
In ethanol for 5h; Reflux; |
4-isobutoxyisophthalonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / thioacetamide, HCl / dimethylformamide / 40 h / 45 °C 2: 306 mg / ethanol / 2 h / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 2: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme |
4-nitrobenzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 2.) K2CO3 / 1.) DMSO, 100 deg C, 1 h, 2.) 6 h; 70 deg C 2: 85 percent / thioacetamide, HCl / dimethylformamide / 40 h / 45 °C 3: 306 mg / ethanol / 2 h / 100 °C View Scheme |
2-(3-bromo-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sodium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 145℃; for 48h; Inert atmosphere; |
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 70 °C 2: hydroxylamine hydrochloride; sodium formate / formic acid / 3 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.5 h / 70 - 75 °C 1.2: 5 h 2.1: hydroxylamine hydrochloride; sodium formate; formic acid / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium formate; formic acid / 8 h / 100 °C 2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 75 °C View Scheme |
ethyl 2-chloro-3-oxo-butyrate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethanol / 0.25 h / 70 °C 2: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 60 °C 3: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 1 h / 70 - 75 °C View Scheme | |
Multi-step reaction with 4 steps 1: spirit / 2.5 h / 60 - 65 °C 2: methanesulfonic acid / 10 h / 75 °C 3: hydroxylamine hydrochloride; sodium formate; formic acid / 8 h / 100 °C 4: potassium carbonate / N,N-dimethyl-formamide / 8 h / 75 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: isopropyl alcohol / 25 - 85 °C 2.1: trifluoroacetic acid / 24 h / 80 °C 2.2: 0.17 h 3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5.08 h / 25 - 85 °C 4.1: sodium formate; formic acid; hydroxylamine / 2.17 h / 25 - 100 °C View Scheme |
5-bromosalicyclaldehyde
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 75 - 80 °C 2.1: hydroxylamine hydrochloride; sodium formate / formic acid / 7 h / 99 - 100 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -45 - -40 °C 3.2: -20 °C 4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 1 h / 70 - 75 °C View Scheme |
(3-cyano-4-isobutoxyphenyl)boronic acid
ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 70 - 75℃; for 1h; |
ethyl-2-amino-4-methylthiazole-5-carboxylate
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 60 °C 2: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 1 h / 70 - 75 °C View Scheme |
5-bromo-2-isobutoxybenzaldehyde
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydroxylamine hydrochloride; sodium formate / formic acid / 7 h / 99 - 100 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -45 - -40 °C 2.2: -20 °C 3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 1 h / 70 - 75 °C View Scheme |
5-bromo-2-isobutoxy-benzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -45 - -40 °C 1.2: -20 °C 2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 1 h / 70 - 75 °C View Scheme |
4-cyanophenol
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: N-Bromosuccinimide; trifluorormethanesulfonic acid / acetonitrile / -15 - 30 °C 2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C 3: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 4: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 5: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme | |
Multi-step reaction with 7 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 80 °C 2: aluminum (III) chloride / nitromethane / 5.5 h / 0 - 5 °C 3: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 4: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 5: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 6: N,N-dimethyl-formamide / 4 h / 60 °C 7: hydroxylamine hydrochloride; sodium formate; formic acid / 4.17 h / 25 - 100 °C View Scheme | |
Multi-step reaction with 7 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 80 °C 2: aluminum (III) chloride / nitromethane / 5.5 h / 0 °C 3: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 4: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 5: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 6: N,N-dimethyl-formamide / 4 h / 60 °C 7: hydroxylamine hydrochloride; sodium formate; formic acid / 4.17 h / 25 - 100 °C View Scheme |
2,4-dibromophenol
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: palladium diacetate / dimethyl sulfoxide / 4 h / 40 - 45 °C 2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 4: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme | |
Multi-step reaction with 4 steps 1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 4: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme |
3-bromo-4-hydroxybenzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C 2: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 4: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: hydrogenchloride / isopropyl alcohol / 0.25 h 1.2: 2 h / 50 - 55 °C 2.1: isopropyl alcohol / 5 h / 80 - 85 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 80 - 85 °C 4.1: copper(l) iodide / N,N-dimethyl-formamide / 16 h / 130 - 140 °C View Scheme |
4-hydroxy-isophthalonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 2: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 3: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme |
3-bromo-4-isobutoxybenzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 2: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C 3: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C View Scheme |
5-Bromo-2-fluoro-benzonitrile
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C 1.2: 15 h / 0 - 20 °C 2.1: potassium carbonate / palladium diacetate; di-tert-butyl(cyclohexyl)phosphine / xylene / 24.5 h / 20 °C / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C 1.2: 21 h / 0 - 20 °C 2.1: palladium dichloride; isobutyric Acid; di-tert-butyl(cyclohexyl)phosphine; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / Reflux; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C 1.2: 21 h / 0 - 20 °C 2.1: palladium dichloride; isobutyric Acid; copper(I) bromide dimethylsulfide complex; di-tert-butyl(cyclohexyl)phosphine; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 140 °C / Inert atmosphere; Sealed tube View Scheme |
5-Bromo-2-fluoro-benzonitrile
A
C22H24N2O2
B
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C 1.2: 15 h / 0 - 20 °C 2.1: potassium carbonate / palladium diacetate; di-tert-butyl(cyclohexyl)phosphine / xylene / 5 h / 120 °C / Inert atmosphere View Scheme |
(2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester)
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: methanesulfonic acid / 10 h / 75 °C 2: hydroxylamine hydrochloride; sodium formate; formic acid / 8 h / 100 °C 3: potassium carbonate / N,N-dimethyl-formamide / 8 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1: trifluoroacetic acid / 40 h / Reflux 2: potassium carbonate; N,N-dimethyl-formamide / 4 h / 87 - 93 °C 3: hydroxylamine hydrochloride; sodium formate; formic acid / 5 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: trifluoroacetic acid / 24 h / 80 °C 1.2: 0.17 h 2.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5.08 h / 25 - 85 °C 3.1: sodium formate; formic acid; hydroxylamine / 2.17 h / 25 - 100 °C View Scheme |
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 5h; Reflux; | 99% |
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With water; sodium hydroxide In tetrahydrofuran; ethanol at 40℃; for 5h; | 98% |
With methanol; sodium hydroxide In tetrahydrofuran at 20℃; for 5h; Green chemistry; | 96% |
Stage #1: 2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester With water; sodium hydroxide In methanol at 45 - 60℃; for 1h; Stage #2: With hydrogenchloride In methanol pH=2; Product distribution / selectivity; | 95.8% |
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
febuxostat sodium
Conditions | Yield |
---|---|
With sodium hydroxide In water; isopropyl alcohol at 35 - 75℃; for 0.5h; Concentration; Temperature; Time; | 79% |
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In acetone at 30 - 50℃; for 0.75h; | 61.5% |
(3-cyano-4-isobutoxyphenyl)boronic acid
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: (3-cyano-4-isobutoxyphenyl)boronic acid; 2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 70 - 75℃; for 1h; Stage #2: With sodium hydroxide In tetrahydrofuran for 5h; Inert atmosphere; Reflux; Stage #3: With hydrogenchloride In water |
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