Potassium → Ethyl 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylate

HRID 462492Notes

Reaction equation

HRID 462492 reaction equation
[CH2:1](N1C(=O)OC(=O)C2=CC=C(C3C=CN=CC=3)C=C12)[CH3:2].[CH2:21]([N:23]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=3)[CH:31]=2)[C:26](=[O:39])[C:25]([C:40]([OH:42])=[O:41])=[CH:24]1)[CH3:22].[K]>>[CH2:21]([N:23]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=3)[CH:31]=2)[C:26](=[O:39])[C:25]([C:40]([O:42][CH2:1][CH3:2])=[O:41])=[CH:24]1)[CH3:22]

Participants

4

Reactant 3

HCID 5462222PotassiumHCID 10038659N-ethyl 4-(4-pyridinyl)isatoic anhydrideHCID 103346241-Ethyl-1,4-dihydro-4-oxo-7-(2-pyridinyl)-3-quinolinecarboxylic acid

Product 1

HCID 21790909Ethyl 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylate

Procedure

It was found that the N-ethyl 4-(4-pyridinyl)isatoic anhydride prepared in the preceding examples cound be converted to 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylic acid by (a) reacting it with the potassium salt of ethyl formyl acetate to form ethyl 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylate, and (b) hydrolyzing that ester.

Sources & evidence

ORD record
ord-1676d51114f54c21b8c79f185c5ba78e
Source dataset
uspto-grants-1985_05
Patent number
US04515945

Reaction notes

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