Diethyl 2-((6-propylpyridin-2-ylamino)methylene)malonate → 4-Oxo-7-propyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

HRID 2197699Notes

Reaction equation

HRID 2197699 reaction equation
C(O[C:4](=[O:22])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][CH2:20][CH3:21])[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:22])[C:18]2[C:13](=[N:14][C:15]([CH2:19][CH2:20][CH3:21])=[CH:16][CH:17]=2)[NH:12][CH:11]=1)=[O:7])[CH3:10]

Participants

3

Reactant 1

HCID 68461848Diethyl 2-((6-propylpyridin-2-ylamino)methylene)malonate

Product 1

HCID 441401744-Oxo-7-propyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl esterYield 81.1%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

The product of Example 2d (6.87 g, 22.4 mmol) was heated in diphenyl ether following the procedure in Example 1b giving the title compound as a tan solid (4.73 g, 81%).

Sources & evidence

ORD record
ord-8627ad9a30e749ceab1105fc082b9a2f
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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