HCID 66922365, compound → 1-Phenyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

HRID 2039831Notes

Reaction equation

HRID 2039831 reaction equation
Br[C:2]1(Br)[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:3]1=[O:17]>C(O)C.[Pd]>[C:11]1([N:4]2[C:5]3=[N:6][CH:7]=[CH:8][CH:9]=[C:10]3[CH2:2][C:3]2=[O:17])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 66922365HCID 66922365, compound

Product 1

HCID 149872061-Phenyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-oneYield 137.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound of step 2 (1.40 g, 3.80 mmol) was dissolved in ethanol (160 ml), and palladium on activated carbon (700 mg, 658 μmol, 10%) was added. The reaction mixture was hydrogenated (1 bar H2) at room temperature overnight. The mixture was filtered over celite, and the filtrate was evaporated under reduced pressure. Column chromatography of the residue on silica gel (EA (50%)/HEP) gave 1.10 g of the title compound.

Workup

  1. customat room temperature
  2. customovernight
  3. filtrationThe mixture was filtered over celite
  4. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3d21900645694cf0bab83775b169a4c2
Source dataset
uspto-grants-2013_11
Patent number
US08580813B2

Reaction notes

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