HCID 11098966, compound → HCID 18522144, compound

HRID 413790Notes

Reaction equation

HRID 413790 reaction equation
C([O:8][C:9]1[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:20]([O:22][CH3:23])=[O:21])[NH:13]2)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[OH:8][C:9]1[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:20]([O:22][CH3:23])=[O:21])[NH:13]2

Participants

4

Reactant 1

HCID 11098966HCID 11098966, compound

Product 1

HCID 18522144HCID 18522144, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5% Palladium on carbon (0.3 g) and methyl 4-benzyloxy-5-methoxyindole-2-carboxylate (2.0 g) in ethyl acetate (30 ml) were vigorously stirred under an atmosphere of hydrogen for 16 hours. The reaction was filtered through celite and the concentrated in vacuo to give the product as a cream solid (1.29 g, 91%); NMR d (CD3SOCD3) 3.74 (s, 3H), 3.82 (s, 3H), 6.80 (d, 1H), 7.00 (d, 1H), 7.16 (s, 1H), 9.10 (s, 1H), 11.58 (brs, 1H); M/z (+) 222 (MH+).

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe concentrated in vacuo

Sources & evidence

ORD record
ord-2b7c684716e44d5e893242fa2d76c8ca
Source dataset
uspto-grants-2003_05
Patent number
US06569888B1

Reaction notes

Loading…