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

• ChemBase ID: 164307
• Molecular Formular: C11H8Cl2N4O
• Molecular Mass: 283.11342
• Monoisotopic Mass: 282.00751626
• SMILES: c1cnc(c(n1)C(=O)Nc1ncc(cc1)Cl)CCl
• Canonical SMILES: ClCc1nccnc1C(=O)Nc1ccc(cn1)Cl
• InChI: InChI=1S/C11H8Cl2N4O/c12-5-8-10(15-4-3-14-8)11(18)17-9-2-1-7(13)6-16-9/h1-4,6H,5H2,(H,16,17,18)
• InChIKey: REKILMQTMQTBPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(chloromethyl)-N-(5-chloropyridin-2-yl)pyrazine-2-carboxamide
• IUPAC Traditional name: 3-(chloromethyl)-N-(5-chloropyridin-2-yl)pyrazine-2-carboxamide
• Synonyms: 3-(Chloromethyl)-N-(5-chloro-2-pyridinyl)-2-pyrazinecarboxamide

Database IDs

• CAS Number: 1122549-47-6
• PubChem SID: 162258442
• PubChem CID: 71314738

CALCULATED PROPERTIES

• Acid pKa: 8.613574
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6648532
• LogD (pH = 7.4): 1.6407205
• Log P: 1.6651798
• Molar Refractivity: 69.2118 cm^3
• Polarizability: 25.92055 Å^3
• Polar Surface Area: 67.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C369095

Used in the preparation of Eszopiclone (E889150) impurity.

REFERENCES

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