HCID 11189678, compound → HCID 11221557, compound

HRID 1596783Notes

Reaction equation

HRID 1596783 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][CH2:13][N:14]([CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH3:32])CC1C=CC=CC=1>[Pd].C(O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][CH2:13][NH:14][CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH3:32]

Participants

4

Reactant 1

HCID 11189678HCID 11189678, compound

Product 1

HCID 11221557HCID 11221557, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of [3-(5-fluoro1H-indol-3-yl)-propyl]-[2-(2-methoxy-phenoxy) ethyl]-benzylamine (0.94 g, 2.2 mol) and 10lo palladium on carbon (250 mg) in ethanol was hydrogenated for 20 hours. The catalyst was filtered off and the solvent was removed under vacuum. Chromatography (10% methanol-methylene chloride) afforded 0.63 g (85%) of product as an off-white solid: mp 125-126° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-99c4f38c82844dbaba1af20dd980fe6c
Source dataset
uspto-grants-2001_09
Patent number
US06291683B1

Reaction notes

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