4-[1-(2-Dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid benzyl ester → 4-[1-(2-Dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid

HRID 217640Notes

Reaction equation

HRID 217640 reaction equation
C([O:8][C:9](=[O:35])[C:10]1[CH:15]=[CH:14][C:13]([CH:16]([NH:22][C:23]([NH:25][C:26]2[CH:27]=[C:28]3[C:32](=[CH:33][CH:34]=2)[CH2:31][CH2:30][CH2:29]3)=[O:24])[CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])=[CH:12][CH:11]=1)C1C=CC=CC=1>CO.[C].[Pd]>[CH3:21][N:19]([CH3:20])[CH2:18][CH2:17][CH:16]([NH:22][C:23]([NH:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[CH2:31][CH2:30][CH2:29]2)=[O:24])[C:13]1[CH:12]=[CH:11][C:10]([C:9]([OH:35])=[O:8])=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 670499694-[1-(2-Dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid benzyl ester

Product 1

HCID 670498974-[1-(2-Dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

10% Palladium-carbon (0.10 g) was added to a solution of 4-[1-(2-dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid benzyl ester (Reference Compound No. 12-1, 0.97 g, 2.1 mmol) in methanol (20 mL), and then the reaction mixture was stirred at room temperature for 29 hours under hydrogen atmosphere. The insoluble materials were filtered out and the filtrate was evaporated under reduced pressure. The obtained solid was filtered with ethyl acetate to give 0.78 g of the title reference compound as a white solid quantitatively.

Workup

  1. filtrationThe insoluble materials were filtered out
  2. customthe filtrate was evaporated under reduced pressure
  3. filtrationThe obtained solid was filtered with ethyl acetate
  4. customto give 0.78 g of the title reference compound as a white solid quantitatively

Sources & evidence

ORD record
ord-e72a4fdfac694572a0c3066b911a5bf5
Source dataset
uspto-grants-2012_06
Patent number
US08198271B2

Reaction notes

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