Diethyl (ethoxymethylene)malonate → HCID 178469875, compound

HRID 57789Notes

Reaction equation

HRID 57789 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([NH2:9])[NH:7][N:8]=1)([CH3:3])[CH3:2].[CH2:10]([O:12][C:13](=[O:24])[C:14](=[CH:20]OCC)[C:15](OCC)=[O:16])[CH3:11]>C(O)(=O)C>[CH2:10]([O:12][C:13]([C:14]1[C:15](=[O:16])[N:7]2[N:8]=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:5]=[C:6]2[NH:9][CH:20]=1)=[O:24])[CH3:11]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178439404HCID 178439404, compound

Product 1

HCID 178469875HCID 178469875, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-isopropyl-2H-pyrazol-3-ylamine (2.5 g, 20 mmol, 1 eq) in acetic acid (20 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (4.4 mL, 22 mmol, 1.1 eq). The mixture was heated at 120° C. for 3 h in a sealed tube. After cooling, the precipitate was filtered and washed with ethanol to afford the expected compound as beige powder (3.2 g, 65% yield).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-dbd66d0016c54350aa6544451e206d63
Source dataset
uspto-grants-2016_09
Patent number
US09434745B2

Reaction notes

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