HCID 24807791, compound → HCID 3872314, compound

HRID 705108Notes

Reaction equation

HRID 705108 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-6089d10bd8d6441c8aea41dc83b13135
Source dataset
uspto-grants-2015_11
Patent number
US09173869B2

Reaction notes

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