Phenylpyruvic acid → HCID 22724469, compound

HRID 2086832Notes

Reaction equation

HRID 2086832 reaction equation
[NH2:1][C:2]1[C:3]([NH:8][C:9]2[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:16]1([CH2:22][C:23](=O)[C:24](O)=[O:25])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[CH2:22]([C:23]1[C:24](=[O:25])[N:8]([C:9]2[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=2)[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 997Phenylpyruvic acidHCID 22724430HCID 22724430, compound

Product 1

HCID 22724469HCID 22724469, compoundYield 53.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-amino-2-[(m-tolyl)amino]pyridine (299 mg) and phenylpyruvic acid (246 mg) in ethanol (5 ml) was refluxed for 2 hours. The mixture was cooled and the precipitates were collected and washed with ethanol to give 2-benzyl-3-oxo-4-(m-tolyl)-3,4-dihydropyrido[2,3-b]-pyrazine (264 mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperatureThe mixture was cooled
  3. customthe precipitates were collected
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-6282c5f569f3493e88d2c1f6d6a0160e
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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