Piperazine → HCID 9904686, compound

HRID 2270269Notes

Reaction equation

HRID 2270269 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[C:16](F)[CH:17]=2)[C:12](=[O:21])[N:11]([OH:22])[C:10]1=[O:23])[CH3:8].C(N(CC)CC)C>C(#N)C>[CH2:7]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[C:16]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)[CH:17]=2)[C:12](=[O:21])[N:11]([OH:22])[C:10]1=[O:23])[CH3:8]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 15908877HCID 15908877, compound

Product 1

HCID 9904686HCID 9904686, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Piperazine (0.06 g, 0.74 mmol) was added to a solution of 1-ethyl-6,7-difluoro-3-hydroxy-1H-quinazoline-2,4-dione (Example D, 0.15 g, 0.6 mmol) and triethylamine (0.17 mL, 1.2 mmol) in 20 mL of acetonitrile. The solution was heated to reflux for 23 hours, cooled, and filtered to give 0.17 g of the title compound as a solid, mp 206-208° C.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 23 hours
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-6aedc7000ea44b478103c5736c335e62
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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