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2-Hydrazinylpyrimidine → HCID 178515627, compound

HRID 1911917
Notes
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Reaction equation

HRID 1911917 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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-187618ebaf304ab38311e3c0ec5109e2
Source dataset
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08604210B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes