HCID 9903877, compound → HCID 10583903, compound

HRID 399007Notes

Reaction equation

HRID 399007 reaction equation
C([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][C:15](=[O:21])[NH:16]2)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][C:15](=[O:21])[NH:16]2

Participants

4

Reactant 1

HCID 9903877HCID 9903877, compound

Product 1

HCID 10583903HCID 10583903, compoundYield 87.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(2-benzylaminoethoxy)-1,3-dihydro-indol-2-one (1.93 g, 6.84 mmol) in absolute ethanol (50 mL) containing 10% palladium on carbon (400 mg) was shaken in a Parr hydrogenator for 4 days at room temperature. The catalyst was filtered and washed with methanol. The solvent was removed under vacuum to afford a light tan solid (1.15 g, 87.5%): mp 146°-148° C.; MS EI m/e 192 (M+): HRMS for C10 H12N2O2 calc 192.089878, found 192.0845365.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with methanol
  3. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-16baa7320ebc45fea68c67d04efc819f
Source dataset
uspto-grants-1998_10
Patent number
US05817690

Reaction notes

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