Diethyl (ethoxymethylene)malonate → HCID 13290770, compound

HRID 2413121Notes

Reaction equation

HRID 2413121 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)[C:5]([F:17])=[CH:4][CH:3]=1.C(O[CH:21]=[C:22]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:23]([O:25][CH2:26][CH3:27])=[O:24])C>>[C:14]([N:11]1[CH2:12][CH2:13][N:8]([C:6]2[N:7]=[C:2]([NH:1][CH:21]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH:3]=[CH:4][C:5]=2[F:17])[CH2:9][CH2:10]1)(=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 21790133HCID 21790133, compound

Product 1

HCID 13290770HCID 13290770, compoundYield 86.7%

Procedure

A mixture of 6-amino-2-(4-acetyl-1-piperazinyl)-3-fluoropyridine (23.9 g) and diethyl ethoxymethylenemalonate (22.7 g) is heated for 5 hours with stirring. After cooling, the precipitate is collected by filtration, and recrystallized from ethanol to give 35.5 g of diethyl N-[6-(4-acetyl-1-piperazinyl)-5-fluoro-2-pyridyl)aminomethylenemalonate (m.p. 164°-165° C.).

Workup

  1. temperatureis heated for 5 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitate is collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b014c61237f04adc894c52ab193cba9d
Source dataset
uspto-grants-1985_01
Patent number
US04496566

Reaction notes

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