HCID 89656278, compound → HCID 89656024, compound

HRID 521402Notes

Reaction equation

HRID 521402 reaction equation
Br[C:2]1[C:15]2[NH:14][C:13]3[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=3[C:7](=[O:16])[C:6]=2[C:5]([C:17]([O:19][CH3:20])=[O:18])=[CH:4][CH:3]=1>[Pd].CO>[O:16]=[C:7]1[C:6]2[C:5]([C:17]([O:19][CH3:20])=[O:18])=[CH:4][CH:3]=[CH:2][C:15]=2[NH:14][C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]1=2

Participants

4

Reactant 1

HCID 89656278HCID 89656278, compound

Product 1

HCID 89656024HCID 89656024, compoundYield 152.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl 4-bromo-9-oxo-5,6,7,8,9,10-hexahydroacridine-1-carboxylate (0.19 g, 0.56 mmol), MeOH (20 mL), and Pd/C (5% Pd on carbon, 50% water, 0.05 g) were stirred at room temperature under an atmosphere of hydrogen for 6 hours. The mixture was filtered through celite and the filtrate was concentrated to give crude methyl 9-oxo-5,6,7,8,9,10-hexahydroacridine-1-carboxylate (0.22 g), which was used to next step without further purification.

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-471204b728a8419987f7d0d6162f9364
Source dataset
uspto-grants-2016_05
Patent number
US09328111B2

Reaction notes

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