HCID 10380252, compound → HCID 178462868, compound

HRID 1085418Notes

Reaction equation

HRID 1085418 reaction equation
C([N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]([CH2:21][CH3:22])[C:12](=[O:23])[C:11]=2[N:10]=[CH:9]1)C1C=CC=CC=1>C(O)(=O)C.[C].[Pd]>[CH2:21]([N:13]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]2[NH:8][CH:9]=[N:10][C:11]=2[C:12]1=[O:23])[CH3:22]

Participants

4

Reactant 1

HCID 10380252HCID 10380252, compound

Product 1

HCID 178462868HCID 178462868, compoundYield 94.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

3.0 g (0.0099 mol) of Compound e obtained in Reference Example 4 was dissolved in 110 ml of acetic acid. 0.89 g of 10% palladium carbon was added to the solution. Under hydrogen stream, the solution was stirred 3 hours at 70° C. After filtration, the filtrate was concentrated under reduced pressure. Anhydrous sodium carbonate was added to the solution for neutralization, and a precipitate was collected by filtration and recrystallized from isopropanol-water, to afford 2.0 g (yield: 93%) of Compound h.

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionAnhydrous sodium carbonate was added to the solution for neutralization
  4. filtrationa precipitate was collected by filtration
  5. customrecrystallized from isopropanol-water

Sources & evidence

ORD record
ord-754591588eea4245a1c3504d900ebde1
Source dataset
uspto-grants-1991_04
Patent number
US05010084

Reaction notes

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