HCID 68425428, compound → HCID 68425482, compound

HRID 1818935Notes

Reaction equation

HRID 1818935 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([N+:15]([O-])=O)[N:12]=[C:11]1[CH3:18])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([NH2:15])[N:12]=[C:11]1[CH3:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 68425428HCID 68425428, compound

Product 1

HCID 68425482HCID 68425482, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% wt Pd/C (0.17 g 0.16 mmol) was added to a solution of compound 40.1 (0.44 g, 1.6 mmol) in MeOH (10 mL). The resulting reaction mixture was stirred under a hydrogen atmosphere (1 atm via a balloon). After 2 hours, the reaction mixture was filtered thru a plug of Celite and the resulting filtrate concentrated to provide [2-(4-amino-2-methyl-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester (compound 40.2; 0.3 g, 77%). ES (+) MS m/e=241(M+1).

Workup

  1. customThe resulting reaction mixture
  2. filtrationthe reaction mixture was filtered
  3. concentrationthe resulting filtrate concentrated

Sources & evidence

ORD record
ord-6cf8a887850a42c3818c87ff76e16d40
Source dataset
uspto-grants-2009_10
Patent number
US07601725B2

Reaction notes

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