HCID 11189678, compound → HCID 11221557, compound

HRID 1954237Notes

Reaction equation

HRID 1954237 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-fluoro-1H-indol-3-yl)-propyl]-[2-(2-methoxy-phenoxy) ethyl]-benzylamine (0.94 g, 2.2 mol) and 10% 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-6215aac51fe44ddc8f22fe13c9544303
Source dataset
uspto-grants-2000_09
Patent number
US06121307

Reaction notes

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