ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

• ChemBase ID: 39819
• Molecular Formular: C14H16N2O3
• Molecular Mass: 260.28844
• Monoisotopic Mass: 260.11609238
• SMILES: C1(=C(NC(=O)NC1c1ccccc1)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1=C(C)NC(=O)NC1c1ccccc1
• InChI: InChI=1S/C14H16N2O3/c1-3-19-13(17)11-9(2)15-14(18)16-12(11)10-7-5-4-6-8-10/h4-8,12H,3H2,1-2H3,(H2,15,16,18)
• InChIKey: URMNHHAUVFEMIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• IUPAC Traditional name: ethyl 4-methyl-2-oxo-6-phenyl-3,6-dihydro-1H-pyrimidine-5-carboxylate
• Synonyms: Ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate; 3,4-Dihydro-5-(ethoxycarbonyl)-6-methyl-4-phenyl-3,4-1H-pyrimidin-2-one; Ethyl 2-hydroxy-6-methyl-4-phenyl-3,4-dihydropyrimidine-5-carboxylate; 5-(Ethoxycarbonyl)-4-phenyl-6-methyl-3,4-dihydropyrimidin-2(1H)-one; 5-Ethoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one; NSC 14857; NSC 24338; NSC 2780; NSC 5975; 6-Methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic Acid, Ethyl Ester

Database IDs

• CAS Number: 5395-36-8; 123237-03-6,5395-36-8
• MDL Number: MFCD00124778
• PubChem SID: 161003126
• PubChem CID: 220272

CALCULATED PROPERTIES

• Acid pKa: 12.652246
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.2403023
• LogD (pH = 7.4): 1.2403002
• Log P: 1.2403023
• Molar Refractivity: 71.4339 cm^3
• Polarizability: 27.209414 Å^3
• Polar Surface Area: 67.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 202-203°C; 207 - 209 °C

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: >95%

REFERENCES

• Tu, S., et al.: Tetrhedron Letters, 44, 6153 (2003)