2-Hydrazinylpyrimidine → HCID 178515627, compound

HRID 1467930Notes

Reaction equation

HRID 1467930 reaction equation
[I:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH2:8][C:9]([O:11]CC)=O)=O)=[CH:4][CH:3]=1.[NH:16]([C:18]1[N:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[NH2:17]>C(O)C>[I:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[CH:8]=[C:9]([OH:11])[N:16]([C:18]3[N:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[N:17]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 3465582-HydrazinylpyrimidineHCID 3593589ethyl 3-(4-iodophenyl)-3-oxopropanoate

Product 1

HCID 178515627HCID 178515627, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
100 °C

Procedure

Ethyl 4-iodobenzoylacetate (10 mmol, manufactured by Aldrich) and ethanol (10 mL) were charged in a 100 mL round-bottom flask to which a solution of 2-hydrazinopyrimidine (10 mmol, manufactured by Aldrich) in ethanol (10 mL) was then added. After being stirred at 100° C. for 8 hours, the reaction liquid was cooled at room temperature. The resulting solid was filtered, washed with ethanol and hexane, and then dried under vacuum to afford the title compound.

Workup

  1. additionwas then added
  2. customthe reaction liquid
  3. temperaturewas cooled at room temperature
  4. filtrationThe resulting solid was filtered
  5. washwashed with ethanol and hexane
  6. customdried under vacuum

Sources & evidence

ORD record
ord-cbcd4f7072824157ac172b07691f5aa8
Source dataset
uspto-grants-2015_04
Patent number
US09000176B2

Reaction notes

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