N-[4-(4-fluorophenyl)-5-(2H3)methyl-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

• ChemBase ID: 169177
• Molecular Formular: C16H20FN3O2S
• Molecular Mass: 337.4123032
• Monoisotopic Mass: 337.12602612
• SMILES: c1(ccc(cc1)c1nc(nc(c1C)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: Fc1ccc(cc1)c1nc(nc(c1C)C(C)C)N(S(=O)(=O)C)C
• InChI: InChI=1S/C16H20FN3O2S/c1-10(2)14-11(3)15(12-6-8-13(17)9-7-12)19-16(18-14)20(4)23(5,21)22/h6-10H,1-5H3
• InChIKey: VZTXNOOWMMDDLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(4-fluorophenyl)-5-(^2H₃)methyl-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
• IUPAC Traditional name: N-[4-(4-fluorophenyl)-6-isopropyl-5-(^2H₃)methylpyrimidin-2-yl]-N-methylmethanesulfonamide
• Synonyms: 5-Des-(7-carboxy-3,5-dihydroxyhept-1-enyl)-5-methyl Rosuvastatin-d3; N-[4-(4-Fluorophenyl)-5-methyl-6-(1-methylethyl)-2-pyrimidinyl]-N-methylmethanesulfonamide-d3

Database IDs

• PubChem SID: 162263309
• PubChem CID: 71316855

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.3894281
• LogD (pH = 7.4): 3.3894281
• Log P: 3.3894281
• Molar Refractivity: 88.0629 cm^3
• Polarizability: 35.423275 Å^3
• Polar Surface Area: 63.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F595232

Labelled analogue of N-[4-(4-Fluorophenyl)-5-methyl-6-(1-methylethyl)-2-pyrimidinyl]-N-methylmethanesulfonamide, an important pyrimidine precursors for rosuvastatin synthesis.

REFERENCES

• Sterk, D. et al.: Tetrahedron, 68, 2155 (2012)
• Casar, Z. et al.: J. Org. Chem., 75, 6681 (2012)