Phenylpyruvic acid → HCID 19104969, compound

HRID 1197797Notes

Reaction equation

HRID 1197797 reaction equation
[NH2:1][CH2:2][C:3]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6].[C:16]1([CH2:22][C:23](=[O:27])[C:24](O)=[O:25])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:8]([O:7][C:3]([O:4][CH2:5][CH3:6])([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)[CH2:2][NH:1][C:24](=[O:25])[C:23]([CH2:22][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:27])[CH3:9]

Participants

3

Reactant 2

HCID 997Phenylpyruvic acidHCID 10987537β,β-Diethoxy-3-pyridineethanamine

Product 1

HCID 19104969HCID 19104969, compound

Procedure

In a manner analogous to Example 1, by condensing 3-(2-amino-1,1-diethoxyethyl)pyridine with phenylpyruvic acid there is obtained N-[2,2-diethoxy-2-(3-pyridyl)ethyl]-3-phenylpyruvamide as an amorphous, yellow solid. Subsequent acidic hydrolysis to 3-phenyl-N-[[(3-pyridyl)carbonyl]methyl]pyruvamide and ring closure gives 3-benzyl-5-(3-pyridyl)-2(1H)-pyrazinone as a solid, melting point 188°-190° (from ethyl acetate).

Sources & evidence

ORD record
ord-f342c34c7a404e9ba6895a5898b576f6
Source dataset
uspto-grants-1994_01
Patent number
US05278161

Reaction notes

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