N-{6-[(Phenylmethyl)oxy]-3-pyridinyl}acetamide → HCID 178474274, compound

HRID 1173446Notes

Reaction equation

HRID 1173446 reaction equation
C1(C[O:8][C:9]2[N:14]=[CH:13][C:12]([NH:15][C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=2)C=CC=CC=1>CCO.[Pd]>[OH:8][C:9]1[N:14]=[CH:13][C:12]([NH:15][C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 59557134N-{6-[(Phenylmethyl)oxy]-3-pyridinyl}acetamide

Product 1

HCID 178474274HCID 178474274, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-{6-[(phenylmethyl)oxy]-3-pyridinyl}acetamide (0.210 g, 0.87 mmol) in EtOH (10 mL) at rt was added Pd—C (0.046 g of 10 wt % on activated carbon (dry basis), ca. 50 wt % H2O; ca. 0.022 mmol Pd). The mixture was placed under an atmosphere of H2 and stirred for 4.5 h. The mixture was filtered through Celite (EtOAc wash) and concentrated in vacuo, affording 0.132 g of the title compound as a colorless solid: MS (ESI) m/z 152 (M+).

Workup

  1. filtrationThe mixture was filtered through Celite (EtOAc wash)
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6253c988063c46f6b92abd8d073f19a3
Source dataset
uspto-grants-2010_11
Patent number
US07834063B2

Reaction notes

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