HCID 57457832, compound → HCID 57457833, compound

HRID 2366731Notes

Reaction equation

HRID 2366731 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][C:16]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][CH2:17]1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O>[Pt].C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][C:16]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:17][CH2:18]1)=[CH:11][CH:10]=[CH:9][CH:8]=2

Participants

4

Reactant 1

HCID 57457832HCID 57457832, compound

Product 1

HCID 57457833HCID 57457833, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 5% platinum on carbon (0.80 g) and ethyl l-{[(3-nitroquinolin-4-yl)amino]methyl}cyclopropanecarboxylate (8.0 g, 25 mmol) in ethyl acetate was placed under hydrogen pressure (30 psi, 2.1×105 Pa) on a Parr apparatus for three hours and filtered through a layer of CELITE filter agent. The filter cake was washed with ethyl acetate (50 mL), and the combined filtrates were concentrated under reduced pressure to provide ethyl 1-{[(3-aminoquinolin-4-yl)amino]methyl}cyclopropanecarboxylate as a yellow solid.

Workup

  1. customfor three hours
  2. filtrationfiltered through a layer of CELITE filter agent
  3. washThe filter cake was washed with ethyl acetate (50 mL)
  4. concentrationthe combined filtrates were concentrated under reduced pressure

Sources & evidence

ORD record
ord-0404e942a92945b9b4bcd87dd10d7224
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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