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147118-37-4

Basic Information
CAS No.: 147118-37-4
Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidinyl-5-yl-formyl
Article Data: 29
Molecular Structure:
Molecular Structure of 147118-37-4 (4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidinyl-5-yl-formyl)
Formula: C16H18FN3O3S
Molecular Weight: 351.402
Synonyms: N-[4-(4-Fluorophenyl)-5-formyl-6-(1-methylethyl)-2-pyrimidinyl]-N-methylmethanesulfonamide;Methanesulfonamide,N-[4-(4-fluorophenyl)-5-formyl-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl-;Rosuvastatin intermediate Z8;
EINECS: 604-564-4
Density: 1.32 g/cm3
Melting Point: 178.0 to 182.0 °C
Boiling Point: 536.594 °C at 760 mmHg
Flash Point: 278.322 °C
PSA: 88.61000
LogP: 3.69520
Synthetic route
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 20 - 50℃; for 2h; Sealed tube;99%
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 2h; Sealed tube; chemoselective reaction;99%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) nitrate trihydrate In 2-methyltetrahydrofuran at 40℃; for 18h; Temperature; Reagent/catalyst; Solvent;99%
1092844-00-2

4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carbonitrile

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With formic acid for 2h; Time; Reflux;95%
With diisobutylaluminium hydride In toluene at -5℃; for 1h;81%
Stage #1: 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carbonitrile With diisobutylaluminium hydride In dichloromethane at 0 - 5℃; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water at 0 - 30℃;
80.3%
916480-94-9

N-[5-[1,3]dioxolane-2-yl-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With acetic acid In water at 60 - 70℃; for 0.166667h;93%
799842-07-2

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide With sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide for 25h; Kornblum Oxydation;
Stage #2: With acetic anhydride; dimethyl sulfoxide at 70℃;
93%
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate; water / acetonitrile / 4 h / Reflux
2: acetic anhydride; dimethyl sulfoxide / 85 °C
View Scheme
Multi-step reaction with 2 steps
1: water / tetrahydrofuran / 6 h / Reflux
2: acetic anhydride; dimethyl sulfoxide / 17 h / 85 °C
View Scheme

C29H40FN3O6S

A

124752-23-4

tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

B

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: C29H40FN3O6S With ozone In methanol; dichloromethane at 25℃; for 5h;
Stage #2: With thiourea In methanol; dichloromethane; water Temperature; Time;
A n/a
B 82.2%
147118-30-7

ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran at 0 - 5℃; for 4h;80%
Multi-step reaction with 2 steps
1: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
2: 71.2 percent / 4-methylmorpholine-N-oxide, tetrapropyl-ammonium perruthenate, molecular sieves 4 Angstroem / CH2Cl2 / 2 h
View Scheme
1031246-43-1

4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methanesulfonyl)amino]pyrimidine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With trichlorophosphate at 90 - 108℃; Temperature;72%
With trichlorophosphate at 90 - 108℃;72%
1031246-43-1

4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methanesulfonyl)amino]pyrimidine

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at 90 - 108℃; Temperature; Concentration;72%
147118-41-0

4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carbaldehyde

124-63-0

methanesulfonyl chloride

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: methanesulfonyl chloride In N,N-dimethyl-formamide at 0 - 20℃; for 3.5h;
55%
Stage #1: 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: methanesulfonyl chloride In N,N-dimethyl-formamide at 0 - 20℃; for 3.5h; Product distribution / selectivity;
55%
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Product distribution / selectivity;30%
1356998-77-0

N-(4-(4-fluorophenyl)-6-isopropyl-5-(prop-1-enyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With oxone; water; sodium hydrogencarbonate; ruthenium(III) trichloride hydrate In acetonitrile at 20℃; for 24h;40%
With Oxone; sodium hydrogencarbonate; ruthenium(III) trichloride hydrate In water; acetonitrile at 20℃; for 24h;40%
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Chemistry

Molecular structure of 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidinyl-5-yl-formyl (CAS NO.147118-37-4) is:

Product Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidinyl-5-yl-formyl
CAS Registry Number: 147118-37-4
Molecular Formula: C16H18FN3O3S
Molecular Weight: 351.39 
Surface Tension: 53.975 dyne/cm
Density: 1.32 g/cm3
Flash Point: 278.322 °C
Enthalpy of Vaporization: 81.332 kJ/mol
Boiling Point: 536.594 °C at 760 mmHg
Product Categories: Rosuvastatin Calcium and its intermediates

Specification

 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidinyl-5-yl-formyl , its cas register number is 147118-37-4. It also can be called Methanesulfonamide,N-[4-(4-fluorophenyl)-5-formyl-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl- ; N-[4-(4-Fluorophenyl)-5-formyl-6-(1-methylethyl)-2-pyrimidinyl-N-methyl-methanesulfonamide .