HCID 68866381, compound → HCID 68864296, compound

HRID 1725984Notes

Reaction equation

HRID 1725984 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:17]([C:18]([O:20][CH3:21])=[O:19])=[C:16]([O:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])[C:15]([CH:28]=[CH2:29])=[CH:14][CH:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[CH2:28]([C:15]1[C:16]([O:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[C:17]([C:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)(=[O:9])=[O:10])=[CH:13][CH:14]=1)[C:18]([O:20][CH3:21])=[O:19])[CH3:29]

Participants

5

Reactant 2

HCID 68866381HCID 68866381, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68864296HCID 68864296, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of Example 467C (0.31 g, 0.7 mmole) in methanol (10 mL) was treated with 10% Pd/C (100 mg) at ambient temperature under one atmosphere of hydrogen for 16 hours. Filtration and evaporation of the solvent provided the desired product. 0.29 g, 97.5%. 1H NMR (DMSO-d6) δ 1.10 (t, 3H), 2.54 (q, 2H), 3.64 (s, 3H), 3.70 (s, 3H), 4.48 (s, 2H), 6.85 (d, 1H), 7.28 (d, 1H), 7.40 (t, 2H), 7.70 (t, 2H), 9.86 (s, 1H); MS (ESI(−)) m/e 424 (M−H)−.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-a6e8d8d8173b4f4dab449a555d3fdf4d
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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