HCID 59627921, compound → HCID 44193185, compound

HRID 2421251Notes

Reaction equation

HRID 2421251 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N:8]2[C:16]3[C:11](=[C:12]([O:17]CC4C=CC=CC=4)[CH:13]=[CH:14][CH:15]=3)[C:10]([CH3:25])=[CH:9]2)[CH:5]=[CH:4][C:3]=1[OH:26]>C(O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([N:8]2[C:16]3[CH:15]=[CH:14][CH:13]=[C:12]([OH:17])[C:11]=3[C:10]([CH3:25])=[CH:9]2)[CH:5]=[CH:4][C:3]=1[OH:26]

Participants

4

Reactant 1

HCID 59627921HCID 59627921, compound

Product 1

HCID 44193185HCID 44193185, compoundYield 45.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-fluoro-4-{3-methyl-4-[(phenylmethyl)oxy]-1H-indol-1-yl}phenol (D2) (140 mg, 0.40 mmol) in ethanol (20 mL) was hydrogenated in an H-cube over a 10% Pd/C catalyst. The resulting solution was concentrated and the product purified by silica gel chromatography eluting with 5-50% ethyl acetate in hexane to yield the title compound (E2) (47 mg).

Workup

  1. concentrationThe resulting solution was concentrated
  2. customthe product purified by silica gel chromatography
  3. washeluting with 5-50% ethyl acetate in hexane

Sources & evidence

ORD record
ord-1ca130952f0b42ec8793f9a5f4a3cd50
Source dataset
uspto-grants-2011_06
Patent number
US07956083B2

Reaction notes

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