Hydrochloric Acid → HCID 22724149, compound

HRID 2086890Notes

Reaction equation

HRID 2086890 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([N:11]2[C:16](=[O:17])[C:15]([CH2:18][C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)=[N:14][C:13]3[CH:25]=[CH:26][CH:27]=[N:28][C:12]2=3)[CH:8]=[CH:9][CH:10]=1)=[O:4].[ClH:29]>>[ClH:29].[C:3]([C:5]1[CH:6]=[C:7]([N:11]2[C:16](=[O:17])[C:15]([CH2:18][C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)=[N:14][C:13]3[CH:25]=[CH:26][CH:27]=[N:28][C:12]2=3)[CH:8]=[CH:9][CH:10]=1)([OH:4])=[O:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 22724397HCID 22724397, compound

Product 1

HCID 22724149HCID 22724149, compound

Procedure

A mixture of 4-(3-methoxycarbonylphenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (0.29 g) and 4N hydrochloric acid (18 ml) was stirred under reflux for 2 hours. After evaporation of the solvent, crude residue was chromatographed on silica gel (29 g, chloroform-methanol 9:1 as eluent) and crystallized from methanol to afford 4-(3-carboxyphenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine.hydrochloride as colorless crystal (0.29 g)

Workup

  1. temperatureunder reflux for 2 hours
  2. customAfter evaporation of the solvent, crude residue
  3. customwas chromatographed on silica gel (29 g, chloroform-methanol 9:1 as eluent)
  4. customcrystallized from methanol

Sources & evidence

ORD record
ord-32f12db308c644b7aec63aa6903683bd
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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