HCID 21939720, compound → HCID 21940024, compound

HRID 1242955Notes

Reaction equation

HRID 1242955 reaction equation
[CH3:1][N:2]([CH3:30])[CH2:3][CH2:4][C:5]1[CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([NH:15][C:16]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:20][CH:19]=3)=[O:17])[CH:9]=[CH:8][C:7]=2[CH:6]=1>[C].[Pd].CO>[CH3:30][N:2]([CH3:1])[CH2:3][CH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([NH:15][C:16]([C:18]3[CH:19]=[CH:20][C:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:22][CH:23]=3)=[O:17])[CH:9]=[CH:8][C:7]=2[CH2:6]1

Participants

4

Reactant 1

HCID 21939720HCID 21939720, compound

Product 1

HCID 21940024HCID 21940024, compoundYield 20.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A methanol solution (5 ml) of N-[6-[2-(dimethylamino)ethyl] 7,8-dihydro-2-naphthalenyl][1,1′-biphenyl]-4-carboxamide (20 mg, 0.050 mmol) obtained in Example 208 and palladium carbon (10 mg) was stirred under hydrogen atmosphere for 4 hours. After a catalyst was filtered off, the filtrate was concentrated under reduced pressure. The resulting residue was purified by aluminum B column chromatography (development solvent; ethyl acetate), powdered with ethyl acetate-hexane (1:3), to give the titled compound (4.0 mg).

Workup

  1. filtrationAfter a catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe resulting residue was purified by aluminum B column chromatography (development solvent; ethyl acetate)

Sources & evidence

ORD record
ord-3e1eb2463b5d4f9bbb308d79fb28660b
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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