Hydrochloric Acid → 3-Oxo-4-phenyl-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylic acid

HRID 1942136Notes

Reaction equation

HRID 1942136 reaction equation
[O:1]=[C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6]2[N:14]=[CH:15][CH:16]=[CH:17][C:5]=2[N:4]=[C:3]1[C:18]([O:20]CC)=[O:19].Cl>C(O)(=O)C>[O:1]=[C:2]1[N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:6]2[N:14]=[CH:15][CH:16]=[CH:17][C:5]=2[N:4]=[C:3]1[C:18]([OH:20])=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68476438HCID 68476438, compound

Product 1

HCID 675319973-Oxo-4-phenyl-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylic acidYield 67.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10.74 g (36 mmol) of ethyl 3-oxo-4-phenyl-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylate was dissolved in acetic acid (270 mL), and 6 N hydrochloric acid (80 mL) was added thereto at room temperature. Then, the mixture was stirred overnight at room temperature. After confirming the completion of the reaction, the solvent was distilled off under reduced pressure, and water (100 mL) was added. The solid thus obtained was separated by filtration and dried, to obtain 6.50 g (yield: 67%) of 3-oxo-4-phenyl-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylic acid as pale brown crystals.

Workup

  1. customat room temperature
  2. customthe completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure, and water (100 mL)
  4. additionwas added
  5. customThe solid thus obtained
  6. customwas separated by filtration
  7. customdried

Sources & evidence

ORD record
ord-64d48a0cda3748a48766773d50c82dc2
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

Loading…