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799842-07-2

799842-07-2 Structure

799842-07-2 Structure
IdentificationMore
[Name]

5-(Bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine
[CAS]

799842-07-2
[Synonyms]

N-[5-bromomethyl-4-(4-fluorophenyl)-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl-methanesulfonamide
5-(Bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine
N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
Diphenyl[4-(4-fluorophenyl)-6-isopropyl-2-(N-Methyl-N-Methylsulfonylamino)Pyrimidine
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C16H19BrFN3O2S
[MDL Number]

MFCD08694308
[Molecular Weight]

416.31
[MOL File]

799842-07-2.mol
Chemical PropertiesBack Directory
[Boiling point ]

531.2±60.0 °C(Predicted)
[density ]

1.466
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

-0.77±0.10(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

799842-07-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[Uses]

5-(Bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine is an impurity of Rosuvastatin (R700500), which is a selective, competitive HMG-CoA reductase inhibitor.
[Synthesis]

N-[5-(chloromethyl)-4-(4-fluorophenyl)-6(1-methylethyl)-2-pyrimidinyl ]-N-methyl- Methanesulfonamide

925422-06-6

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

799842-07-2

General procedure for the synthesis of 5-(bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidines from compound (CAS:925422-06-6): 1. N-[5-hydroxymethyl-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide (50.0 g) and 48% aqueous hydrogen bromide solution (130.0 mL) were added to the reactor. 2. The reaction mixture was stirred at 80 °C for 15 h. The progress of the reaction was monitored by thin-layer chromatography (unfolding agent: ethyl acetate/hexane=1:2). 3. Upon completion of the reaction, the mixture was cooled to 20 °C and stirring was continued for 1 h at this temperature. 4. The product was collected by filtration under reduced pressure and the resulting white solid was washed with deionized water (500.0 mL). 5. The washed solid was dried under reduced pressure to afford N-[5-bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide as a white solid (55.3 g, 94% yield). 6. The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3) with the following chemical shifts (ppm): 1.35 (d, 6H), 3.48 (m, 1H), 3.49 (s, 3H), 3.56 (s, 3H), 4.48 (q, 2H), 7.23 (t, 2H), 7.81 (q, 2H).

[References]

[1] Patent: WO2012/2741, 2012, A2. Location in patent: Page/Page column 19
Spectrum DetailBack Directory
[Spectrum Detail]

5-(Bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine(799842-07-2)1HNMR
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