4-Chloro-5-Ethoxycarbonyl-2-Methylthiopyrimidine (ECM) [CAS:5909-24-0] 3-Chloro-4-Methoxybenzylamine HCl (CMA) [CAS:41965-95-1] HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufactur
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/681.html Product Name Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate CAS
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inquiryEthyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Basic information Product Name: Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Synonyms: BUTTPARK 45\03-53;ETHYL 4-CHLORO-2-M
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inquiryProduct Name Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylat Synonyms Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylat;BUTTPARK 45 CAS: 5909-24-0 MF:
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inquiryProduct Name: Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate CAS: 5909-24-0 MF: C8H9ClN2O2S MW: 232.69 EINECS: 227-619-0 Mol File: 5909-24-0.mol Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Structure Ethyl 4-chloro-2-m
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inquiryethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With thionyl chloride at 60℃; for 3h; | 92% |
With N,N-diethylaniline; trichlorophosphate for 5h; Heating / reflux; | 77% |
With trichlorophosphate In acetonitrile for 6h; Reagent/catalyst; Reflux; | 77% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: sodium 5-(ethoxycarbonyl)-2-(methylthio)-4-oxo-4H-pyrimidin-3-ide With thionyl chloride In N,N-dimethyl-formamide; toluene at 20 - 30℃; for 0.5h; Large scale; Stage #2: With trichlorophosphate In N,N-dimethyl-formamide; toluene at 55 - 65℃; for 1.5h; Large scale; | 84.5% |
With trichlorophosphate for 3h; Reflux; | |
With trichlorophosphate at 0℃; for 5h; Reflux; |
ethyl 3,4-dihydro-2-methylthio-4-oxopyrimidine-5-carboxylate
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With thionyl chloride | |
With trichlorophosphate | |
With trichlorophosphate at 100℃; for 3h; |
diethyl 2-ethoxymethylenemalonate
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: EtONa / ethanol 2: POCl3 View Scheme | |
Multi-step reaction with 2 steps 1: aqueous KOH 2: POCl3 View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water / 0.08 h / 20 °C 1.2: 24 h / 20 °C 2.1: trichlorophosphate / 3 h / Reflux View Scheme |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
methylamine
4-methylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In ethanol; dichloromethane at 0℃; for 0.5h; | 100% |
With triethylamine In tetrahydrofuran at 50℃; | 100% |
at 0℃; for 0.5h; | 100% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
ethyl 4-hydrazinyl-2-(methylsulfanyl)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 0℃; for 1h; | 100% |
With hydrazine hydrate In ethanol at 0℃; for 1h; | 91.8% |
With hydrazine hydrate In ethanol at 0 - 20℃; for 1h; | 85.71% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Cyclopentamine
4-cyclopentylamino-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
With triethylamine In dichloromethane for 0.75h; Heating / reflux; | 97% |
With triethylamine In tetrahydrofuran at 20℃; for 1h; | 96.1% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
(3-chloro-4-methoxyphenyl)methanamine
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-2-(methylsulfanyl)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 100% |
With triethylamine In acetone at 20℃; for 3h; | 87% |
With triethylamine In dichloromethane at 20℃; for 10h; | 76% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
N'-cyclohexyl-hydrazine carboxylic acid tert-butyl ester
C19H30N4O4S
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 100% |
With triethylamine In tetrahydrofuran at 20℃; | 100% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
N-(((2S,4R)-4-hydroxypyrrolidin-2-yl)methyl)-2-nitrobenzenesulfonamide
ethyl 4-((2S,4R)-4-hydroxy-2-((2-nitrophenylsulfonamido)methyl)pyrrolidin-1-yl)-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 1.5h; | 100% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
ethylamine
4-ethylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In water; acetonitrile at 0 - 20℃; for 8h; | 99.1% |
With triethylamine In tetrahydrofuran; water at 20℃; for 4h; | 93% |
With triethylamine In tetrahydrofuran at 20℃; | 92% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
ethyl 4-amino-2-methylmercaptopyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With ammonium hydroxide; triethylamine In tetrahydrofuran; water at 30℃; for 2h; | 99% |
With ammonium hydroxide; triethylamine In tetrahydrofuran for 2h; | 99% |
With ammonium hydroxide; triethylamine In tetrahydrofuran at 30℃; for 2h; | 99% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
isopropylamine
4-isopropylamino-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In water; acetonitrile at 0 - 20℃; for 8h; | 99% |
In 1-methyl-pyrrolidin-2-one at 60℃; | 98% |
With triethylamine In tetrahydrofuran at 20℃; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
ethyl 3-methylaminopropionate
ethyl 4-((3-ethoxy-3-oxopropyl)(methyl)amino)-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 16h; Reflux; | 99% |
In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; | 43% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
cycloheptanamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 18h; | 99% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; | 90% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
ethyl 2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; sodium carbonate In ethanol under 3102.97 Torr; for 48h; | 98.2% |
With hydrogen; sodium hydrogencarbonate; palladium 10% on activated carbon In ethanol for 48h; | 70% |
With acetic acid; zinc In tetrahydrofuran for 6h; Heating / reflux; | 63% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
2-ethyl-N-butylamine
methyl 4-[(2-ethylbutyl)amino]-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With triethylamine at 20℃; for 18h; | 98% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
methylamine hydrochloride
4-methylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere; | 98% |
With triethylamine In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere; | 94% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 100℃; for 3h; |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
N-(((2S,4R)-4-fluoropyrrolidine-2-yl)methyl)-2-nitrobenzenesulfonamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 2.5h; | 97% |
1-(3-fluoro-4-methoxyphenyl)methanamine
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; | 97% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
benzylamine
ethyl 4-(benzylamino)-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h; | 96% |
With N-ethyl-N,N-diisopropylamine In acetonitrile | |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; | |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 0 - 26℃; |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
(3-aminophenyl)carbamic acid tert-butyl ester
4-(3-tert-butoxycarbonylaminoanilino)-2-methylmercaptopyrimidine-5-carbonic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 60℃; for 2.5h; | 96% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 4 - 65℃; for 17h; | 95.5% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
1-ethylhydrazinecarboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 60℃; for 16h; | 95.03% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 60℃; for 16h; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Cyclopropylamine
4-cyclopropylamino-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 95% |
With triethylamine In acetonitrile at 0 - 20℃; for 4h; | 92% |
With triethylamine In tetrahydrofuran at 20℃; | 90% |
With triethylamine In tetrahydrofuran at 20℃; | 90% |
With triethylamine In dichloromethane at 15 - 42℃; for 2h; Inert atmosphere; |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
4-ethylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
1-amino-7-methoxyindane hydrochloride
ethyl 4-(7-methoxy-2,3-dihydro-1H-inden-1ylamino)-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
1-aminobicyclo<1.1.1>pentane hydrochloride
ethyl 4-(bicyclo[1.1.1]pentan-1-ylamino)-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; | 95% |
With triethylamine In tetrahydrofuran at 20℃; for 72h; | 80% |
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
N-butylamine
4-butylamino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
1-pentanamine
2-methylsulfanyl-4-pentylamino-pyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
p-benzyloxyaniline
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dimethylsulfoxide-d6 at 20 - 80℃; for 2h; | 95% |
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane for 0.5h; Heating; | 94% |
4-(4-amino-2-fluorophenoxy)pyridin-2-carboxamide
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; 1-methyl-pyrrolidin-2-one | 93% |
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