Acetonitrile → HCID 57515572, compound

HRID 44790Notes

Reaction equation

HRID 44790 reaction equation
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([NH:15][CH2:16][C:17]2([OH:24])[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(#N)C>[Pt].C(O)(C)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:24])[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

5

Reactant 2

HCID 6342AcetonitrileHCID 57515571HCID 57515571, compound

Product 1

HCID 57515572HCID 57515572, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 4-{[(2-chloro-3-nitroquinolin-4-yl)amino]methyl}-1-methylpiperidin-4-ol (14.05 g), 5% platinum on carbon (1.1 g), acetonitrile (280 mL), and isopropanol (84 mL) was placed under hydrogen pressure on a Parr apparatus overnight. The reaction mixture was filtered through a layer of CELITE filter aid. The filtrate was concentrated under reduced pressure to provide crude 4-{[(3-amino-2-chloroquinolin-4-yl)amino]methyl}-1-methylpiperidin-4-ol. This material was dissolved in 240 mL of acetonitrile.

Workup

  1. customon a Parr apparatus overnight
  2. filtrationThe reaction mixture was filtered through a layer of CELITE
  3. filtrationfilter aid
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d26e51f4431042adab3d844c051d323f
Source dataset
uspto-grants-2013_09
Patent number
US08541438B2

Reaction notes

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