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 658037Notes

Reaction equation

HRID 658037 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>[Pd].CO>[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 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on carbon (100 mg) was added to a solution of 4-[1-(2-dimethylaminoethyl)-3-(indan-5-yl)ureidomethyl]benzoic acid benzyl ester (Reference Compound No. 9-1, 970 mg, 2.1 mmol) in methanol (20 mL), and then the reaction mixture was stirred under a hydrogen atmosphere at room temperature for 29 hours. The insoluble was filtered off, and then the solvent was evaporated under reduced pressure. The resulting solid was collected by filtration with ethyl acetate to give 0.78 g of the title reference Compound as a white solid quantitatively.

Workup

  1. filtrationThe insoluble was filtered off
  2. customthe solvent was evaporated under reduced pressure
  3. filtrationThe resulting solid was collected by filtration with ethyl acetate
  4. customto give 0.78 g of the title reference Compound as a white solid quantitatively

Sources & evidence

ORD record
ord-3cbd90b652e04cad8a244c785552d665
Source dataset
uspto-grants-2011_12
Patent number
US08076332B2

Reaction notes

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