HCID 21948929, compound → HCID 21948915, compound

HRID 2182699Notes

Reaction equation

HRID 2182699 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[N+:16]([O-])=O)[N:7]=1)(=[O:3])[CH3:2]>CC(C)=O.[Ni]>[C:1]([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH2:16])[N:7]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 21948929HCID 21948929, compound

Product 1

HCID 21948915HCID 21948915, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 180AcetoneSolvent2×

Procedure

Under hydrogen atmosphere, a solution that consists of 410 mg (1.67 mol) of 2-(acetoxymethyl)-5-nitroquinoline in 61 ml of acetone can be stirred in the presence of 410 mg of Raney nickel for 2 hours at room temperature. It is suctioned off on Celite and rewashed with acetone. After removal of the solvent and subsequent chromatography on silica gel with hexane-ethyl acetate (10-100%), 230 mg (64% of theory) of the product is obtained.

Workup

  1. customAfter removal of the solvent and subsequent chromatography on silica gel with hexane-ethyl acetate (10-100%), 230 mg (64% of theory) of the product
  2. customis obtained

Sources & evidence

ORD record
ord-cf726dd22292425289dbe5d1bb41f3a8
Source dataset
uspto-grants-2005_05
Patent number
US06897224B2

Reaction notes

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