N-(5-chloropyridin-2-yl)-3-(hydroxymethyl)pyrazine-2-carboxamide

• ChemBase ID: 164584
• Molecular Formular: C11H9ClN4O2
• Molecular Mass: 264.66776
• Monoisotopic Mass: 264.04140323
• SMILES: c1cnc(c(n1)C(=O)Nc1ncc(cc1)Cl)CO
• Canonical SMILES: OCc1nccnc1C(=O)Nc1ccc(cn1)Cl
• InChI: InChI=1S/C11H9ClN4O2/c12-7-1-2-9(15-5-7)16-11(18)10-8(6-17)13-3-4-14-10/h1-5,17H,6H2,(H,15,16,18)
• InChIKey: QJFHWDHWEUEANY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-chloropyridin-2-yl)-3-(hydroxymethyl)pyrazine-2-carboxamide
• IUPAC Traditional name: N-(5-chloropyridin-2-yl)-3-(hydroxymethyl)pyrazine-2-carboxamide
• Synonyms: N-(5-Chloro-2-pyridinyl)-3-(hydroxymethyl)-2-pyrazinecarboxamide

Database IDs

• CAS Number: 1122549-43-2
• PubChem SID: 162258719
• PubChem CID: 71314809

CALCULATED PROPERTIES

• Acid pKa: 8.564442
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.310223
• LogD (pH = 7.4): 0.28329873
• Log P: 0.310588
• Molar Refractivity: 66.1608 cm^3
• Polarizability: 24.699612 Å^3
• Polar Surface Area: 88.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - C380660

Used in the preparation of Eszopiclone (E889150) impurity.

REFERENCES

• Sha, Y. et al.: Molecules 13, 1817(2008).