Phenylpyruvic acid → HCID 22724395, compound

HRID 2086862Notes

Reaction equation

HRID 2086862 reaction equation
[NH2:1][C:2]1[C:3]([NH:8][C:9]2[CH:14]=[C:13]([NH:15][C:16]([C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=3)=[O:17])[CH:12]=[C:11]([C:28]([O:30][CH3:31])=[O:29])[CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:32]1([CH2:38][C:39](=O)[C:40](O)=[O:41])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>CO>[CH2:38]([C:39]1[C:40](=[O:41])[N:8]([C:9]2[CH:14]=[C:13]([NH:15][C:16]([C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=3)=[O:17])[CH:12]=[C:11]([C:28]([O:30][CH3:31])=[O:29])[CH:10]=2)[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 997Phenylpyruvic acidHCID 22723990HCID 22723990, compound

Product 1

HCID 22724395HCID 22724395, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-amino-2-[3-methoxycarbonyl-5-(2-naphthoylamino)phenylamino]pyridine (180 mg) and 3-phenylpyruvic acid (86 mg) in methanol (4 ml) was stirred under reflux for 4 hours. The precipitate was collected and washed with methanol to give 2-benzyl-4-[3-methoxycarbonyl-5-(2-naphthoylamino)phenyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (169 mg).

Workup

  1. temperatureunder reflux for 4 hours
  2. customThe precipitate was collected
  3. washwashed with methanol

Sources & evidence

ORD record
ord-c87c7f012c2b41cf8ed585ab5e5e8f23
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

Loading…