HCID 23134214, compound → HCID 23134252, compound

HRID 2220667Notes

Reaction equation

HRID 2220667 reaction equation
[CH:1]([NH:3][C:4]1[CH:5]=[C:6]([CH:11]([OH:39])[CH2:12][NH:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([O:31]CC4C=CC=CC=4)=[O:30])=[CH:25][CH:24]=3)=[CH:19][CH:18]=2)[CH:7]=[CH:8][C:9]=1[OH:10])=[O:2]>CN(C)C=O.[C].[Pd]>[CH:1]([NH:3][C:4]1[CH:5]=[C:6]([CH:11]([OH:39])[CH2:12][NH:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([OH:31])=[O:30])=[CH:27][CH:28]=3)=[CH:19][CH:18]=2)[CH:7]=[CH:8][C:9]=1[OH:10])=[O:2]

Participants

4

Reactant 1

HCID 23134214HCID 23134214, compound

Product 1

HCID 23134252HCID 23134252, compoundYield 26.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of benzyl 4′-{2-[2-(3-formylamino-4-hydroxyphenyl)-2-hydroxyethylamino]ethoxy}biphenyl-4-carboxylate (0.016 g) and 10% palladium-carbon (50% wet, 0.01 g) in N,N-dimethylformamide (10 mL) was stirred for 40 minutes under an atmosphere of hydrogen. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure. The residue was purified by ODS column chromatography (eluent: acetonitrile/water=1/1) to afford the title compound (0.0035 g)

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by ODS column chromatography (eluent: acetonitrile/water=1/1)

Sources & evidence

ORD record
ord-0de858346e864412b39e21e805c65714
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

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