HCID 58504068, compound → HCID 58504081, compound

HRID 2407777Notes

Reaction equation

HRID 2407777 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:26])/[CH:11]=[CH:12]\[CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1)([O-])=O.[H][H]>C(OCC)(=O)C.[Pt](=O)=O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:26])[CH2:11][CH2:12][CH:13]1[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:17][CH2:18]1

Participants

5

Reactant 2

HCID 58504068HCID 58504068, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58504081HCID 58504081, compoundYield 83.4%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The compound prepared in Example 301 (1.30 g) was suspended in ethyl acetate (4.0 mL) and platinum (IV) oxide (81.9 mg, 0.361 mmol) added. The reaction mixture was stirred at room temperature under a balloon of hydrogen for 18 hours and then concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 10% ethyl acetate/hexane) to furnish the title compound (1.00 g) with the following physical properties.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto afford the crude material, which
  3. customwas purified by flash column chromatography (eluant: 10% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b39f30040aae4905b0d2c52fbdf6d2c5
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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