HCID 24807791, compound → HCID 3872314, compound

HRID 1264907Notes

Reaction equation

HRID 1264907 reaction equation
C(OC(=O)[NH:10][CH2:11][C:12]1[N:21]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:20](=[O:29])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1)C1C=CC=CC=1>[Pd].CO>[NH2:10][CH2:11][C:12]1[N:21]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:20](=[O:29])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1

Participants

4

Reactant 1

HCID 24807791HCID 24807791, compound

Product 1

HCID 3872314HCID 3872314, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirring mixture of the quinazolinone (3) (63 mg, 0.16 mmol), 10% palladium on activated carbon (18 mg) and methanol (4.4 mL) was evacuated using an aspirator pump and filled with hydrogen. Once the starting material had been consumed as monitored by TLC analysis, the mixture was filtered through a Celite pad which was washed with methanol (2×) and concentrated to give the title amine (4) (40 mg, 93%) as a yellow solid:

Workup

  1. customwas evacuated
  2. additionfilled with hydrogen
  3. customOnce the starting material had been consumed
  4. filtrationthe mixture was filtered through a Celite pad which
  5. washwas washed with methanol (2×)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-3941e8f7e5814cac9fa6a865b94bfe8a
Source dataset
uspto-grants-2003_04
Patent number
US06545005B1

Reaction notes

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