HCID 54245016, compound → HCID 10870990, compound

HRID 2084598Notes

Reaction equation

HRID 2084598 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:23]([O-])=O)=[C:17]([C:19](=[O:22])[CH:20]=[CH2:21])[CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([NH2:23])=[C:17]([C:19](=[O:22])[CH2:20][CH3:21])[CH:18]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 54245016HCID 54245016, compound

Product 1

HCID 10870990HCID 10870990, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1-[5′-(3″-t-butoxycarbonylaminopropyloxy)-2′-nitrophenyl)-2-propen-1-one (325 mg) is dissolved in ethanol (15 ml) and thereto is added 10% palladium-carbon (40 mg), and the mixture is stirred under hydrogen atmosphere for 1.5 hour. After removing the catalyst by filtration, the filtrate is concentrated and purified with a silica gel column chromatography to give 1-[5′-(3″-t-butoxycarbonylaminopropyloxy)-2′-aminophenyl]propan-1-one (248 mg) as yellow powders.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate is concentrated
  4. custompurified with a silica gel column chromatography

Sources & evidence

ORD record
ord-7d1727ba3f554e3798937335c1421a78
Source dataset
uspto-grants-2004_04
Patent number
US06716983B2

Reaction notes

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