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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1031.html Product Name Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl- N-methylsulfonyl)am
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inquiryAbout Product Details Items Specifications Test Results Appearance White to white crystalline powde
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inquiryMethyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate CAS:289042-11-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production
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inquiryProduct Name: Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate Synonyms: 4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(METHANESULFONYL)METHYLAMINO]PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER;METHYL 4-(4-FLUOR
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inquiryN-methylmethane sulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl 4-(4-fluorophenyl)-2-hydroxy-6-isopropylpyrimidine-5-carboxylate With potassium carbonate; p-toluenesulfonyl chloride In acetic acid butyl ester at 45℃; for 0.5h; Stage #2: N-methylmethane sulphonamide With potassium carbonate In acetic acid butyl ester at 125℃; for 3h; | 94% |
N-methylmethane sulphonamide
2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: N-methylmethane sulphonamide With sodium hydride In acetonitrile; mineral oil for 0.0833333h; Stage #2: 2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester In acetonitrile; mineral oil for 7h; Reagent/catalyst; Solvent; Reflux; | 93.2% |
4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester
sodium salt of N-methyl-N-methylsulfonylamine
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 30℃; for 1h; | 92.42% |
4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester
N-methylmethane sulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 25 - 85℃; for 2.5 - 3h; Product distribution / selectivity; Heating / reflux; | 87.93% |
With potassium carbonate In acetic acid butyl ester at 90℃; for 3h; Product distribution / selectivity; |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate
methanesulfonyl chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate With sodium tert-pentoxide In 1,2-dimethoxyethane at 20℃; for 1h; Inert atmosphere; Stage #2: methanesulfonyl chloride In 1,2-dimethoxyethane at -10℃; for 1h; | 78% |
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate With sodium tert-pentoxide In 1,2-dimethoxyethane at 20℃; for 0.5h; Stage #2: methanesulfonyl chloride In 1,2-dimethoxyethane at -10℃; for 0.5h; | 76% |
With n-butyllithium In tetrahydrofuran; hexane at -75 - -70℃; | 63% |
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: methanesulfonyl chloride In N,N-dimethyl-formamide for 1h; Product distribution / selectivity; |
sodium tert-pentoxide
cyanogen chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In water | 74.1% |
N-methylmethane sulphonamide
cyanogen chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With sodium t-butanolate In methanol; water; tert-butyl alcohol | 56.3% |
In N,N-dimethyl acetamide; water; acetone | 29% [concentration (GC) |
In N,N-dimethyl acetamide; water; acetone | 30.2% [concentration (GC) |
In water; acetone |
N-cyano-N-methylmethanesulphonamide
N-methylmethane sulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With sodium t-butanolate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; tert-butyl alcohol | 52.1% |
N-cyano-N-methylmethanesulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide; water | 27% |
In N,N-dimethyl acetamide; water | |
titanium tetrachloride In water; toluene | 13.5% [concentration (HPLC) |
N-methylmethane sulphonamide
N,N-dimethyl acetamide
cyanogen chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In water | 22% |
N-methylmethane sulphonamide
cyanogen chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With sodium t-butanolate In tert-butyl alcohol | 13.6% |
N-cyano-N-methylmethanesulphonamide
N-methylmethane sulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With sodium t-butanolate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; tert-butyl alcohol | 9.8% |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-methylsulfinylpyrimidine-5-carboxylate
N-methylmethane sulphonamide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In acetic acid butyl ester at 90℃; Product distribution / selectivity; |
methyl 2-amino-4-(4-fluorophenyl)-6-isopropyl-pyrimidine-5-carboxylate
sodium tert-pentoxide
methanesulfonyl chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With sodium chloride; dimethyl sulfate In 1,2-dimethoxyethane; water |
N-cyano-N-methylmethanesulphonamide
sodium tert-pentoxide
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide; ISOPROPYLAMIDE; water |
methyl 2-amino-4-(4-fluorophenyl)-6-isopropyl-pyrimidine-5-carboxylate
methanesulfonyl chloride
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl 2-amino-4-(4-fluorophenyl)-6-isopropyl-pyrimidine-5-carboxylate With sodium tert-pentoxide In 1,2-dimethoxyethane at 25℃; for 0.5h; Stage #2: methanesulfonyl chloride In 1,2-dimethoxyethane at -10 - -5℃; for 0.333333h; Stage #3: With sodium tert-pentoxide; dimethyl sulfate more than 3 stages; |
4-fluorobenzaldehyde
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere 2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 4.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere 2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 4.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 9 h / 78 °C 2.1: dipotassium peroxodisulfate / water / Reflux 3.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C 3.2: 3 h / 125 °C View Scheme |
Methyl 4-methyl-3-oxopentanoate
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere 2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 4.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere 2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 4.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: copper(l) chloride; sulfuric acid / methanol / 9 h / 78 °C 2.1: dipotassium peroxodisulfate / water / Reflux 3.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C 3.2: 3 h / 125 °C View Scheme |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 2.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 3.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 3.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C 2.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 3.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 3.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: dipotassium peroxodisulfate / water / Reflux 2.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C 2.2: 3 h / 125 °C View Scheme |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 2.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 2.2: 7 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere 2.1: sodium hydride / mineral oil; acetonitrile / 0.08 h 2.2: 7 h / Reflux View Scheme |
N-methylmethane sulphonamide
2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester
A
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate
B
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
C
4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: N-methylmethane sulphonamide With sodium hydride In acetonitrile; mineral oil for 0.0833333h; Stage #2: 2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester In acetonitrile; mineral oil for 7h; Reflux; |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
Conditions | Yield |
---|---|
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With diisobutylaluminium hydride In hexane; toluene at -10℃; for 1h; Stage #2: With hydrogenchloride In methanol; hexane; water; toluene at -10 - 40℃; for 0.333333h; | 100% |
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 60℃; for 20h; Stage #2: With hydrogenchloride In tetrahydrofuran; water for 1.5h; Temperature; Reagent/catalyst; Solvent; | 96.7% |
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With diisobutylaluminium hydride In toluene at -15 - -5℃; for 2 - 2.5h; Stage #2: With hydrogenchloride; water In toluene at -10 - 40℃; for 1 - 1.33333h; Stage #3: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity; | 93% |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 82℃; for 0.5h; | 95.8% |
With lithium hydroxide In tetrahydrofuran; water at 60 - 70℃; | 90.5% |
With water; lithium hydroxide In tetrahydrofuran at 60 - 70℃; | 90.5% |
methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
Ethyl diphenylphosphinite
N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)- 6-isopropylpyrimidin-2-yl)-N-methylmethansulfonamide
Conditions | Yield |
---|---|
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With diisobutylaluminium hydride In toluene at -10 - 0℃; for 2.5h; Stage #2: With hydrogenchloride In methanol; water; acetonitrile at 0 - 40℃; for 2.83333h; Stage #3: Ethyl diphenylphosphinite With phosphorus tribromide more than 3 stages; |
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