HCID 21273890, compound → HCID 69795946, compound

HRID 542630Notes

Reaction equation

HRID 542630 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH:5]([N:31]1[C:35](=[O:36])[C:34]2=[CH:37][CH:38]=[CH:39][CH:40]=[C:33]2[C:32]1=[O:41])[C:6]([N:8]1[C:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]1C(OCC1C=CC=CC=1)=O)=[O:7].[H][H]>C(O)C.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH:5]([N:31]1[C:35](=[O:36])[C:34]2=[CH:37][CH:38]=[CH:39][CH:40]=[C:33]2[C:32]1=[O:41])[C:6]([N:8]1[C:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:12][CH:11]=[CH:10][NH:9]1)=[O:7]

Participants

5

Reactant 2

HCID 21273890HCID 21273890, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69795946HCID 69795946, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2.37 g of 1-benzyl 3-tert.butyl 2-(5-bromo-2-phthalimidovaleryl)-1,3-pyridazinedicarboxylate (2 diastereomers) were dissolved in 25 ml of ethanol and the solution was hydrogenated at atmospheric pressure over 50 mg of 10% palladium-on-carbon until the uptake of hydrogen had ceased. The catalyst was removed by filtration and the filtrate was evaporated to give 1.79 g (96%) of tert.butyl 2-(5-bromo-2-phthalimidovaleryl)-3-pyridazinecarboxylate (2 diastereomers) in the form of an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-7c458184d08f40a5a3364a1b245f7515
Source dataset
uspto-grants-1987_04
Patent number
US04658024

Reaction notes

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