Reaction #309167

ord-808cafb884a848d09ecaa0b7b9a9ce3c

Reaction equation

Nc1ncc(Cl)nc1N
6-chloro-2,3-pyrazinediamine
CCN(C(C)C)C(C)C
DIPEA
COC(=O)C(=O)c1ccccc1
methyl oxo(phenyl)acetate
Oc1nc2ccc(Cl)nc2nc1-c1ccccc1
6-chloro-3-phenylpyrido[2,3-b]pyrazin-2-ol

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ConcentrationThe solvent was concentrated under reduced pressure, and EtOAc
  2. 2
    workup.ADDITIONwas added
  3. 3
    FiltrationThe resulting solid was collected by filtration

Procedure

A mixture of 6-chloro-2,3-pyrazinediamine (3-1) (15.3 g, 107 mmol), DIPEA (37.2 mL, 213 mmol), and methyl oxo(phenyl)acetate (26.2 g, 160 mmol) in THF (300 mL) was stirred at room temperature for 2 days. The solvent was concentrated under reduced pressure, and EtOAc was added. The resulting solid was collected by filtration to give 6-chloro-3-phenylpyrido[2,3-b]pyrazin-2-ol (3-2) as yellow powder.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08207169B2uspto-grants-2012_06