Diethyl (ethoxymethylene)malonate → HCID 178469877, compound

HRID 57797Notes

Reaction equation

HRID 57797 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:10][C:11]([C:13]2[CH:17]=[C:16]([NH2:18])[NH:15][N:14]=2)=[O:12])=[CH:4][CH:3]=1.[CH2:19]([O:21][C:22](=[O:33])[C:23](=[CH:29]OCC)[C:24](OCC)=[O:25])[CH3:20]>C(O)(=O)C>[CH2:19]([O:21][C:22]([C:23]1[C:24](=[O:25])[N:15]2[N:14]=[C:13]([C:11](=[O:12])[NH:10][CH2:9][CH2:8][C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:17]=[C:16]2[NH:18][CH:29]=1)=[O:33])[CH3:20]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178507775HCID 178507775, compound

Product 1

HCID 178469877HCID 178469877, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-amino-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide (100 mg, 0.4 mmol, 1 eq) in acetic acid (2 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (80 μL, 0.44 mmol, 1.1 eq). The mixture was heated at 120° C. for 16 h in a sealed tube. After cooling, the precipitate was filtered and washed with ethanol (2×10 mL) to afford the expected compound as white powder (55 mg, 38% yield).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered
  3. washwashed with ethanol (2×10 mL)

Sources & evidence

ORD record
ord-a81d76ef101a4654832d9203f952357b
Source dataset
uspto-grants-2016_09
Patent number
US09434745B2

Reaction notes

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