HCID 86227748, compound → HCID 86626301, compound

HRID 1097593Notes

Reaction equation

HRID 1097593 reaction equation
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([NH:15][CH2:16][C:17]2([OH:21])[CH2:20][CH2:19][CH2:18]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1>[Pt].C(OCC)(=O)C>[NH2:12][C:11]1[C:2]([Cl:1])=[N:3][C:4]2[C:9]([C:10]=1[NH:15][CH2:16][C:17]1([OH:21])[CH2:20][CH2:19][CH2:18]1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

4

Reactant 1

HCID 86227748HCID 86227748, compound

Product 1

HCID 86626301HCID 86626301, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Platinum on carbon (0.40 g of 5%) was added to a solution of 1-{[(2-chloro-3-nitroquinolin-4-yl)amino]methyl}cyclobutanol (4.0 g, 13 mmol) in ethyl acetate (65 mL), and the mixture was placed under hydrogen pressure (40 psi, 2.8×105 Pa) on a Parr apparatus for 3.5 hours. The mixture was filtered through a layer of CELITE filter agent, and the filter cake was washed with ethyl acetate (100 mL). The filtrate was concentrated under reduced pressure to provide 1-{[(3-amino-2-chloroquinolin-4-yl)amino]methyl}cyclobutanol as a yellow solid.

Workup

  1. customfor 3.5 hours
  2. filtrationThe mixture was filtered through a layer of CELITE filter agent
  3. washthe filter cake was washed with ethyl acetate (100 mL)
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f70661c0f85e485fa7e804d918c10db8
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

Loading…