Diethyl (ethoxymethylene)malonate → Ethyl 7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 1466983Notes

Reaction equation

HRID 1466983 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].C([O:11][CH:12]=[C:13]([C:19](OCC)=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15])C>>[F:1][C:2]1[CH:3]=[C:4]2[C:6]([C:12]([OH:11])=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:19]=[N:5]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 97423-Fluoroaniline

Product 1

HCID 178469609Ethyl 7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Procedure

Prepared as in Example 1c from 3-fluoroaniline and diethyl 2-(ethoxymethylene)malonate as a brown solid (51%). MS 236 (MH+).

Sources & evidence

ORD record
ord-5915dca709674c7c957242c2ef5604df
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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