Water → 6,7-Dimethyl-1-(6-methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

HRID 226997Notes

Reaction equation

HRID 226997 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([CH3:18])=[C:12]([CH3:17])[CH:13]=2)[N:8]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[N:21]=2)[CH:7]=1)=[O:5])C.[OH-].[Li+].O>CO>[CH3:17][C:12]1[CH:13]=[C:14]2[C:9](=[N:10][C:11]=1[CH3:18])[N:8]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[N:21]=1)[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:15]2=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 577547046,7-Dimethyl-1-(6-methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Product 1

HCID 577545706,7-Dimethyl-1-(6-methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acidYield 85.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Experimental conditions analogous to those described for Step 4 of Example 60 were used with 1.60 g (4.55 mmol) of 6,7-Dimethyl-1-(6-methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester, 0.33 g (13.66 mmol) of lithium hydroxide, 100 mL of water and 50 mL of methanol to afford 1.26 g of 6,7-Dimethyl-1-(6-methyl-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid.

Sources & evidence

ORD record
ord-5ab22f25804c43f0aa4af11f55db803d
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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