N-(morpholin-4-yl)(3-nitroquinolin-4-yl)amine → HCID 21075796, compound

HRID 1373926Notes

Reaction equation

HRID 1373926 reaction equation
[N:1]1([NH:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[CH:10][C:9]=2[N+:18]([O-])=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>C1(C)C=CC=CC=1.[Pt]>[N:1]1([NH:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[CH:10][C:9]=2[NH2:18])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 21075813N-(morpholin-4-yl)(3-nitroquinolin-4-yl)amine

Product 1

HCID 21075796HCID 21075796, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

A solution of N-(morpholin-4-yl)(3-nitroquinolin4-yl)amine (4.54 g, 16.6 mmol) in 150 mL of toluene was treated with 5% platinum on carbon (0.65 g, 0.17 mmol) and the mixture was shaken under an atmosphere of hydrogen (3.8×105 Pa). After 15 h, the reaction mixture was filtered through a pad of CELITE filter agent and rinsed with 4:1 toluene:MeOH. The filtrate was concentrated under reduced pressure to yield N4-(morpholin-4-yl)quinoline-3,4-diamine (4.06 g) as a red foam.

Workup

  1. filtrationthe reaction mixture was filtered through a pad of CELITE
  2. filtrationfilter agent
  3. washrinsed with 4:1 toluene
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-495164fb4e79460ca8c5beb66b8c3fa1
Source dataset
uspto-grants-2007_01
Patent number
US07163947B2

Reaction notes

Loading…