HCID 59094528, compound → HCID 178496726, compound

HRID 1168294Notes

Reaction equation

HRID 1168294 reaction equation
[CH3:1][O:2][C@H:3]1[C@@H:7]2[O:8][C:9]([CH3:12])([CH3:11])[O:10][C@@H:6]2[C@@H:5]([C:13]2[N:17](CC3C=CC=CC=3)[CH:16]=[N:15][N:14]=2)[O:4]1>C(OCC)(=O)C.C(O)C.[Pd]>[CH3:1][O:2][C@H:3]1[C@@H:7]2[O:8][C:9]([CH3:12])([CH3:11])[O:10][C@@H:6]2[C@@H:5]([C:13]2[NH:17][CH:16]=[N:15][N:14]=2)[O:4]1

Participants

5

Reactant 1

HCID 59094528HCID 59094528, compound

Product 1

HCID 178496726HCID 178496726, compoundYield 92.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-[(3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-4-benzyl-4H-1,2,4-triazole (Preparation 19) (1.5 g, 4.5 mmol) in ethyl acetate (45 ml) and ethanol (5 ml) was hydrogenated over palladium black (0.4 g) at 2758 kPa (400 p.s.i) and 100 □C. for 24 hours. Additional palladium black (0.2 g) was then added and hydrogenation was continued for a further 72 hours. The catalyst was removed by filtration and the filtrate was evaporated under reduced pressure to give the title compound (1.0 g).

Workup

  1. waithydrogenation was continued for a further 72 hours
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e6190a355aff483cb69a1a6db5b99524
Source dataset
uspto-grants-2003_09
Patent number
US06624158B2

Reaction notes

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