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289042-10-0

289042-10-0 Structure

289042-10-0 Structure
IdentificationBack Directory
[Name]

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

289042-10-0
[Synonyms]

-4-(4-fluorophenyl)
N-(5-((Diphenylphosphoryl)
-6-isopropylpyrimidin-2-yl)
Rosuvastatin Intermediates ZD9
Rosuvastatin InterMediate Z-8.1
rosuvastatin intermediates Z-8.1
Rosuvastatin Diphenylphosphine Oxide
N-(5-((Diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethan
N-(5-((Diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesu
4-(4-fluorophenyl)-6-isopropyl-2-[(n-methyl-n-methylsulfonyl)amino] pyriminl-5-yl- phosphine oxide
Diphenyl[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonyl)amino-pyrimidin-5-yl-methyl]phosph
N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfon
N-[5-(diphenylphosphorylmethyl)-4-(4-fluorophenyl)-6-propan-2-ylpyrimidin-2-yl]-N-methylmethanesulfonamide
4-(4-Fluorophenyl)-5-(diphenylphosphinyl)methyl-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine
N-(5-((Diphenylphosphoryl)Methyl)-4-(4-fluorophenyl)-6-isopropylpyriMidin-2-yl)-N-MethylMethanesulfonaMide
Diphenyl[4-(4-Fluorophenyl)-6-isopropyl-2-(N-MethylMethylsulfonyl)aMino-pyriMidin-5-yl-Methyl]phosphine Oxide
N-[5-(Diphenyl-phosphinoylmethyl)-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide
Diphenyl [4-(4-fluorophenyl)- 6-isopropyl-2-[(n-Methyl- n-ethylsulfonyl)aMino] pyriMidine-5-yl- ethyl]phosphine
N-[5-[(Diphenylphosphinyl)Methyl]-4-(4-fluorophenyl)-6-(1-Methylethyl)-2-pyriMidinyl]-N-MethylMethanesulfonaMide
N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6- isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide(Z8.3)
Methanesulfonamide, N-[5-[(diphenylphosphinyl)methyl]-4-(4-fluorophenyl)-6-(1-methylethyl)-2-pyrimidinyl]-N-methyl
Diphenyl[4-(4-fluorophenyl)-6-isopropyl-2-[(2-n-Methyl-n-Methylsulfonyl)aMino]pyriMidine-5-yl-Methyl]phosphine oxide
Triphenyl[4-(4-fluorophenyl)-6-isopropyl-2-[(2-n-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methyl]phosphine bromine
Z-8: DIPHENYL [4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(N-METHYL-N-METHYLSULFONYL) AMINO] PYRIMIDINE-5-YL-METHYL] PHOSPHINE OXIDE
[EINECS(EC#)]

608-289-0
[Molecular Formula]

C28H29FN3O3PS
[MDL Number]

MFCD09839448
[MOL File]

289042-10-0.mol
[Molecular Weight]

537.59
Chemical PropertiesBack Directory
[Melting point ]

185-187°C
[Boiling point ]

679.1±65.0 °C(Predicted)
[density ]

1.32±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Chloroform (Slightly), DMSO (Slightly)
[form ]

Solid
[pka]

-0.57±0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C28H29FN3O3PS/c1-20(2)26-25(19-36(33,23-11-7-5-8-12-23)24-13-9-6-10-14-24)27(21-15-17-22(29)18-16-21)31-28(30-26)32(3)37(4,34)35/h5-18,20H,19H2,1-4H3
[InChIKey]

CVRDGWDBQZPJJI-UHFFFAOYSA-N
[SMILES]

CS(N(C1=NC(C(C)C)=C(CP(C2=CC=CC=C2)(C2=CC=CC=C2)=O)C(C2=CC=C(F)C=C2)=N1)C)(=O)=O
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P501-P270-P264-P301+P312+P330
Hazard InformationBack Directory
[Uses]

An intermediate in the production of Rosuvastatin (R700500) derivatives.
[Synthesis]

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

799842-07-2

Ethyl diphenylphosphinite

719-80-2

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

289042-10-0

Under argon protection, ethyldiphenylphosphite (12.6 g, 55 mmol) was added to a solution of 5-(bromomethyl)-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine (15.2 g, 36.6 mmol) in toluene (370 mL), and the reaction mixture was stirred for 3 hours at 60 °C. Upon completion of the reaction, the mixture was concentrated. The residue was dissolved in toluene (10 mL), hexane (10 mL) was added and the product N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide precipitated as a colorless powder, which was collected by filtration to give 14.3 g (73% yield). The product was structurally confirmed by nuclear magnetic resonance hydrogen (1H NMR, 300 MHz, CDCl3), carbon (13C NMR, 75 MHz, CDCl3) and phosphorus (31P NMR, 121 MHz, CDCl3) spectra.

[References]

[1] Patent: WO2004/103977, 2004, A2. Location in patent: Page 24-25
[2] Patent: WO2012/2741, 2012, A2. Location in patent: Page/Page column 20
[3] Organic Letters, 2018, vol. 20, # 11, p. 3286 - 3290
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