2-[(5,6-Dimethyl-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester → 6,7-Dimethyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

HRID 226995Notes

Reaction equation

HRID 226995 reaction equation
C(O[C:4](=[O:21])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([CH3:20])[N:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:9]([O:8][C:6]([C:5]1[C:4](=[O:21])[C:18]2[C:13](=[N:14][C:15]([CH3:20])=[C:16]([CH3:19])[CH:17]=2)[NH:12][CH:11]=1)=[O:7])[CH3:10]

Participants

3

Reactant 1

HCID 577547782-[(5,6-Dimethyl-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester

Product 1

HCID 577545266,7-Dimethyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl esterYield 80.7%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Experimental conditions analogous to those described for Step 2 of Example 60 were used with 10.61 g (36.29 mmol) of 2-[(5,6-Dimethyl-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester and 150 mL of diphenyl ether to yield 7.21 g of 6,7-Dimethyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester.

Sources & evidence

ORD record
ord-167cfd949e774cc799af3b50b5ae9332
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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