HCID 57942920, compound → HCID 22461189, compound

HRID 1394187Notes

Reaction equation

HRID 1394187 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pt]>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[CH:14]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 57942920HCID 57942920, compound

Product 1

HCID 22461189HCID 22461189, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

The product of Step 1 (7.5 g, 26.01 mmol), was dissolved in ethanol (125 ml), and treated with 5 wt % Platinum on charcoal (750 mg), and stirred under 1 atm of H2 for 4 days. The reaction was filtered and the filtrate evaporated in vacuo. The residue was purified by silica gel chromatography eluting with a mixture of ether/dichloromethane (5:95) to afford the title compound (4.2 g, 62%); MS (ES+) m/e 263 [M+H]+.

Workup

  1. filtrationThe reaction was filtered
  2. customthe filtrate evaporated in vacuo
  3. customThe residue was purified by silica gel chromatography
  4. washeluting with a mixture of ether/dichloromethane (5:95)

Sources & evidence

ORD record
ord-ab77cf7488b847bd8c7d538b15816fc2
Source dataset
uspto-grants-2008_03
Patent number
US07348339B2

Reaction notes

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