C-(8-nitroquinolin-7-yl)-methylamine dihydrochloride → HCID 68183296, compound

HRID 513651Notes

Reaction equation

HRID 513651 reaction equation
Cl.Cl.[N+:3]([C:6]1[C:7]([CH2:16][NH2:17])=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2)([O-])=O>[Pd].CCO.CO>[NH2:17][CH2:16][C:7]1[C:6]([NH2:3])=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[N:14]2)=[CH:9][CH:8]=1

Participants

5

Reactant 1

HCID 68183387C-(8-nitroquinolin-7-yl)-methylamine dihydrochloride2×

Product 1

HCID 68183296HCID 68183296, compoundYield 31%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Palladium on Carbon (5%, 25 mg) was added to a solution of C-(8-nitroquinolin-7-yl)-methylamine dihydrochloride (Intermediate 210) (180 mg, 1.09 mmol) in EtOH (10 ml) and the mixture was stirred under an atmosphere of hydrogen for 5 h. The mixture was diluted with MeOH (10 ml), filtered through celite and the filtrate was concentrated in vacuo to give the title compound (5 mg, 31%).

Workup

  1. filtrationfiltered through celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-eed176ab1187478095a49df743ce12a8
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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