ethyl 2-amino-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidine-5-carboxylate

• ChemBase ID: 168571
• Molecular Formular: C16H18FN3O2
• Molecular Mass: 303.3314232
• Monoisotopic Mass: 303.13830505
• SMILES: n1c(nc(c(c1c1ccc(cc1)F)C(=O)OCC)C(C)C)N
• Canonical SMILES: CCOC(=O)c1c(nc(nc1C(C)C)N)c1ccc(cc1)F
• InChI: InChI=1S/C16H18FN3O2/c1-4-22-15(21)12-13(9(2)3)19-16(18)20-14(12)10-5-7-11(17)8-6-10/h5-9H,4H2,1-3H3,(H2,18,19,20)
• InChIKey: QLXLISAWVGPSSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-amino-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidine-5-carboxylate
• IUPAC Traditional name: ethyl 2-amino-4-(4-fluorophenyl)-6-isopropylpyrimidine-5-carboxylate
• Synonyms: 2-Amino-4-(4-fluorophenyl)-6-(1-methylethyl)-5-pyrimidinecarboxylic Acid Ethyl Ester; Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-amino-pyrimidine-5-carboxylate

Database IDs

• CAS Number: 712320-67-7
• PubChem SID: 162262703
• PubChem CID: 24987285

CALCULATED PROPERTIES

• Acid pKa: 15.493787
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.806692
• LogD (pH = 7.4): 3.8105016
• Log P: 3.8105505
• Molar Refractivity: 82.9161 cm^3
• Polarizability: 31.998434 Å^3
• Polar Surface Area: 78.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethylformamide; Methanol
• Apperance: White Crystalline Solid

DETAILS

Toronto Research Chemicals - E917908

An intermediate of Rosuvastatin (R700500).

REFERENCES

• Laufer, S., et al.: J. Med. Chem., 45, 2733 (2002)
• Palani, A., et al.: Bioorg. Med. Chem. Lett., 13, 709 (2002)