Diethyl (ethoxymethylene)malonate → HCID 178469872, compound

HRID 57788Notes

Reaction equation

HRID 57788 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([NH2:9])[NH:7][N:8]=2)[CH2:3][CH2:2]1.[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]3[CH2:3][CH2:2]3)[CH:5]=[C:6]2[NH:9][CH:20]=1)=[O:24])[CH3:11]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178507266HCID 178507266, compound

Product 1

HCID 178469872HCID 178469872, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-cyclopropyl-2H-pyrazol-3-ylamine (280 mg, 2.3 mmol, 1 eq) in acetic acid (3 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (500 μL, 2.5 mmol, 1.1 eq). The mixture was heated at 120° C. for 2 h in a sealed tube. After cooling, the precipitate was filtered and washed with ethanol to afford the expected compound as white powder (420 mg, 75% yield).

Workup

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

Sources & evidence

ORD record
ord-bde776f2a9124acfb1479d349b1c5144
Source dataset
uspto-grants-2016_09
Patent number
US09434745B2

Reaction notes

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