HCID 18700448, compound → HCID 18700437, compound

HRID 2288974Notes

Reaction equation

HRID 2288974 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C:21]4[CH:30]=[CH:29][C:24]([CH2:25][N:26]=[N+]=[N-])=[CH:23][CH:22]=4)[CH2:15][CH2:14]3)=[N:10][C:9]=2[CH2:31][O:32][CH2:33][C:34]([F:37])([F:36])[F:35])=[CH:4][CH:3]=1>CCO.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH:13]3[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][C:21]4[CH:30]=[CH:29][C:24]([CH2:25][NH2:26])=[CH:23][CH:22]=4)[CH2:17][CH2:18]3)=[N:10][C:9]=2[CH2:31][O:32][CH2:33][C:34]([F:35])([F:36])[F:37])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 18700448HCID 18700448, compound

Product 1

HCID 18700437HCID 18700437, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(2-{4-[5-(4-Fluoro-phenyl)-4-(2,2,2-trifluoro-ethoxymethyl)-oxazol-2-yl]-piperidin-1-yl}-ethyl)-benzyl azide (2.25 g, 4.3 mmol), prepared as in Part B, in EtOH (80 mL) is treated with 10% Pd/C (400 mg) and hydrogenated at 50 psi for 12 h. The catalyst is removed by filtration through celite, and the solvent evaporated to afford the title compound as off-white solids, which is used in subsequent reactions without purification.

Workup

  1. customThe catalyst is removed by filtration through celite
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-2bbf07dcb79c46bbab8f9ef2d54928ec
Source dataset
uspto-grants-2000_07
Patent number
US06090825

Reaction notes

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