Hydrochloric Acid → HCID 22724215, compound

HRID 2086863Notes

Reaction equation

HRID 2086863 reaction equation
[CH2:1]([C:8]1[C:13](=[O:14])[N:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([O:29]C)=[O:28])=[CH:23][CH:22]=3)[CH:16]=2)[C:11]2[N:31]=[CH:32][CH:33]=[CH:34][C:10]=2[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br-].[Li+].Cl>CN(C)C=O>[CH2:1]([C:8]1[C:13](=[O:14])[N:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([OH:29])=[O:28])=[CH:23][CH:22]=3)[CH:16]=2)[C:11]2[N:31]=[CH:32][CH:33]=[CH:34][C:10]=2[N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 82050Lithium BromideHCID 22724091HCID 22724091, compound

Product 1

HCID 22724215HCID 22724215, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-benzyl-4-[3-(4-methoxycarbonylphenyl)phenyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (150 mg) and lithium bromide (0.30 g) in N,N-dimethylformamide (3 ml) was stirred under reflux for 4 hours. The mixture was cooled and poured into dilute hydrochloric acid with stirring. The resultant precipitate was collected and washed with water to give 2-benzyl-4-[3-(4-carboxyphenyl)phenyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (119 mg).

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureThe mixture was cooled
  3. stirringwith stirring
  4. customThe resultant precipitate was collected
  5. washwashed with water

Sources & evidence

ORD record
ord-6441469c9dfc42f084199648cb39149c
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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