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CAS No.: | 289042-11-1 |
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Name: | Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C17H20FN3O4S |
Molecular Weight: | 381.428 |
Synonyms: | 4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl)methylamino]pyrimidine-5-carboxylicacid methyl ester;Rosuvastatin intermediate R-1-1;(Carboxylate) 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl amino)pyrimidine-5-carboxylate;4-(4-Fluorophenyl)-6-isopropyl-2-(n-methyl-N-methylsulfonylamino)pyrimidine-5-carboxylate; |
EINECS: | 608-290-6 |
Density: | 1.305 g/cm3 |
Boiling Point: | 551.956 °C at 760 mmHg |
Flash Point: | 287.613 °C |
Appearance: | White or off-white powder |
PSA: | 97.84000 |
LogP: | 3.66930 |
N-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% |
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Systematic Name: Methyl 4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]pyrimidine-5-carboxylate
Molecular Formula: C17H20FN3O4S
Molecular Weight: 381.42 g/mol
Canonical SMILES: O=S(=O)(N(c1nc(c(c(n1)C(C)C)C(=O)OC)c2ccc(F)cc2)C)C
InChI: InChI=1/C17H20FN3O4S/c1-10(2)14-13(16(22)25-4)15(11-6-8-12(18)9-7-11)20-17(19-14)21(3)26(5,23)24/h6-10H,1-5H3
Product Categories: Intermediatesofrosuvastatincalcium; Rosuvastatin Calcium and its intermediates
Molar Volume: 292.364 cm3
Polarizability: 37.303 10-24 cm3
Surface Tension: 50.963 dyne/cm
Density: 1.305 g/cm3
Flash Point: 287.613 °C
Enthalpy of Vaporization: 83.241 kJ/mol
Boiling Point: 551.956 °C at 760 mmHg
Vapour Pressure of Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate (CAS NO.289042-11-1): 0 mmHg at 25 °C
Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate (CAS NO.289042-11-1), its Synonyms are 4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl)methylamino]pyrimidine-5-carboxylic acid methyl ester ; Rosuvastatin intermediate R-1-1 ;4-(4-Fluorophenyl)-6-isopropyl-2-(n-methyl-N-methylsulfonylamino)pyrimidine-5-carboxylate ; (Carboxylate) 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl amino)pyrimidine-5-carboxylate .