Diethyl (ethoxymethylene)malonate → HCID 178469871, compound

HRID 54960Notes

Reaction equation

HRID 54960 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[C:3]=1[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.[CH2:20]([O:22][C:23]([C:25]([C:30](OCC)=O)=[CH:26][O:27]CC)=[O:24])[CH3:21]>C(O)(=O)C>[CH2:20]([O:22][C:23]([C:25]1[C:26](=[O:27])[N:6]2[N:5]=[C:4]([C:7]3[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=3)[C:3]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[C:2]2[NH:1][CH:30]=1)=[O:24])[CH3:21]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178509109HCID 178509109, compound

Product 1

HCID 178469871HCID 178469871, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole (1.02 g) and 1,1-bis(ethoxycarbonyl)-2-ethoxyethylene (864 mg) in acetic acid (10 ml) was refluxed for 3 hours. After cooling, the crude crystalline was obtained and washed with ethanol to give 4,7-dihydro-6-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-7-oxopyrazolo[1,5-a]pyrimidine (1.23 g).

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperatureAfter cooling
  3. customthe crude crystalline was obtained
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-4833416aa2544ee7a2e55d8f3e80438b
Source dataset
uspto-grants-1997_04
Patent number
US05624931

Reaction notes

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