HCID 21092825, compound → HCID 21092824, compound

HRID 1348954Notes

Reaction equation

HRID 1348954 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH2:6][C:7]1[NH:8][C:9](=[O:12])[NH:10][CH:11]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH2:6][C:7]1[NH:8][C:9](=[O:12])[NH:10][CH:11]=1

Participants

4

Reactant 1

HCID 21092825HCID 21092825, compound

Product 1

HCID 21092824HCID 21092824, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3b (82 mg, 0.37 mmol) in MeOH was hydrogenated over 10% Pd/C (10 mg) at 50 psi H2. The reaction mixture was filtered through a plug of Celite®, washed with MeOH and concentrated on a rotary evaporator to give 69 mg (98% yield) of 4-(2-aminobenzyl)-1,3-dihydroimidazol-2-one 3c. MS found: (M+H)+=190.

Workup

  1. filtrationThe reaction mixture was filtered through a plug of Celite®
  2. washwashed with MeOH
  3. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-a5cdde5a68cf4e849aa52d08898f9c8e
Source dataset
uspto-grants-2007_05
Patent number
US07211671B2

Reaction notes

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