HCID 22719847, compound → HCID 22719889, compound

HRID 989066Notes

Reaction equation

HRID 989066 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1>C(O)(=O)C.[OH-].[Na+].[Pt]=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][NH:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 22719847HCID 22719847, compound

Product 1

HCID 22719889HCID 22719889, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 14798Sodium HydroxideSolvent

Procedure

1 mmol of the compound obtained in Example 58 is dissolved in 20 ml of acetic acid, and 8 mg of platinum oxide are added. The hydrogenation is carried out starting from an initial pressure of 3 atmospheres at 24° C. After reacting for 3 hours, the catalyst is filtered off and washed with dichloromethane. The solvents are evaporated off and the residue obtained is dissolved in 10% sodium hydroxide solution and extracted with dichloromethane. The organic phase is washed with water, dried over MgSO4 and then evaporated off to yield the title compound in the form of a white solid.

Workup

  1. customat 24° C
  2. filtrationthe catalyst is filtered off
  3. washwashed with dichloromethane
  4. customThe solvents are evaporated off
  5. customthe residue obtained
  6. extractionextracted with dichloromethane
  7. washThe organic phase is washed with water
  8. dry with materialdried over MgSO4
  9. customevaporated off

Sources & evidence

ORD record
ord-16ae748822264c11b74311aa82a69897
Source dataset
uspto-grants-2003_10
Patent number
US06638946B2

Reaction notes

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