5-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pent-4-yn-1-ol → 5-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pentan-1-ol

HRID 1633638Notes

Reaction equation

HRID 1633638 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 186795225-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pent-4-yn-1-ol

Product 1

HCID 186794485-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pentan-1-olYield 79.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

400 mg (1.4 mmol) 5-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pent-4-yn-1-ol in 10 ml EtOH were hydrogenated in the presence of 25 Mg PtO2. The suspension was filtered and the crude material purified by column chromatography on silica gel with hexane/EtOAc to yield 330 mg (79%) 5-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-pentan-1-ol as colorless viscous oil, MS: 297 (M).

Workup

  1. filtrationThe suspension was filtered
  2. customthe crude material purified by column chromatography on silica gel with hexane/EtOAc

Sources & evidence

ORD record
ord-106035f3745d4789bb6cec30a9bd2748
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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