Acetic Acid → HCID 13784141, compound

HRID 569996Notes

Reaction equation

HRID 569996 reaction equation
C(O)(=O)C.C([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[N:27]=[CH:26][C:25]3[C:24](=[O:28])[CH2:23][CH2:22][CH2:21][C:20]=3[N:19]=2)[CH2:14][CH2:13]1)C1C=CC=CC=1.N1C2C(=CC=CC=2)C=NC=1>C(O)C.[Pd]>[N:15]1([C:18]2[N:27]=[CH:26][C:25]3[C:24](=[O:28])[CH2:23][CH2:22][CH2:21][C:20]=3[N:19]=2)[CH2:16][CH2:17][NH:12][CH2:13][CH2:14]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 9210QuinazolineHCID 666551HCID 666551, compound

Product 1

HCID 13784141HCID 13784141, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Dissolved in 30 ml of ethanol and 10 ml of acetic acid was 0.64 g (2 mmol, Referential Example 47) of 2-(4-benzylpiperazino)-5-oxo-5,6,7,8-tetrahydroquinazoline, followed by an addition of 64 mg of 10% Pd-C. The quinazoline derivative was hydrogenated at 50° C. for 1 hour under atmospheric pressure. After cooling the reaction mixture to room temperature, the catalyst was filtered off and the solvent was distilled off from the filtrate under reduced pressure. The residue was recrystallized from ethyl acetate to obtain 0.42 g of the intended product as light yellowish crystals (yield: 90%).

Workup

  1. filtrationthe catalyst was filtered off
  2. distillationthe solvent was distilled off from the filtrate under reduced pressure
  3. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-bae8dc106135408398badfe59e6779ea
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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