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 2063330Notes

Reaction equation

HRID 2063330 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-64fee5891f7f40f9ac39181dc6e3d874
Source dataset
uspto-grants-2012_10
Patent number
US08288380B2

Reaction notes

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