Diethyl (ethoxymethylene)malonate → HCID 21250061, compound

HRID 1416943Notes

Reaction equation

HRID 1416943 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]([CH3:21])[C:8]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][C:14]=3[NH2:20])=[O:9])=[CH:4][CH:3]=1.C([O:26][CH:27]=[C:28]([C:34](OCC)=O)[C:29]([O:31][CH2:32][CH3:33])=[O:30])C>>[CH2:32]([O:31][C:29]([CH:28]1[C:27](=[O:26])[C:15]2[C:14](=[C:13]3[C:18](=[CH:17][CH:16]=2)[CH:19]=[C:10]([C:8](=[O:9])[N:7]([CH2:6][C:5]2[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=2)[CH3:21])[CH:11]=[N:12]3)[N:20]=[CH:34]1)=[O:30])[CH3:33]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 21250037HCID 21250037, compound

Product 1

HCID 21250061HCID 21250061, compoundYield 64%

Procedure

Using a procedure analogous to that described in Example 2 in the section relating to the preparation of starting materials 3-[N-(4-fluorobenzyl)-N-methylcarbamoyl]-8-aminoquinoline was reacted with diethyl ethoxymethylenemalonate to give 3-ethoxycarbonyl-8-[N-(4-fluorobenzyl)-N-methylcarbamoyl]-4-oxo-3,4-dihydro-1,10-phenanthroline in 64% yield, mp 206-207° C.

Sources & evidence

ORD record
ord-98d7b82b5bb44e65894b1cc0407284fb
Source dataset
uspto-grants-1999_06
Patent number
US05916898

Reaction notes

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