Sodium Hydroxide → 6-Pyridin-2-yl-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid

HRID 2374776Notes

Reaction equation

HRID 2374776 reaction equation
C(OC1C=CC(C2CC(C(O)=O)C(=O)NN=2)=CC=1)C1C=CC=CC=1.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[C:31]1[CH:32]=[C:33]([C:38]([O:40]CC)=[O:39])[C:34](=[O:37])[NH:35][N:36]=1.[OH-].[Na+]>Cl>[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[C:31]1[CH2:32][CH:33]([C:38]([OH:40])=[O:39])[C:34](=[O:37])[NH:35][N:36]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 20527880Ethyl 3-oxo-6-(pyridin-2-yl)-2,3-dihydropyridazine-4-carboxylateHCID 692188726-[4-(Benzyloxy)phenyl]-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid

Product 1

HCID 692172606-Pyridin-2-yl-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acidYield 96.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Working as in example 19 for the preparation of 6-[4-(benzyloxy)phenyl]-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid, but starting with 4 g of ethyl 6-pyridin-2-yl-3-oxo-2,3-dihydropyridazine-4-carboxylate, 49 cm3 of one molar sodium hydroxide solution and 50 cm3 of one molar hydrochloric acid solution, 3.44 g of 6-pyridin-2-yl-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid were obtained in the form of a beige-colored solid melting at a temperature above 260° C.

Sources & evidence

ORD record
ord-942ff03a60c84e49a074b9376cf4a383
Source dataset
uspto-grants-2008_12
Patent number
US07462613B2

Reaction notes

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