3-Methoxypropylamine → (6,7-Dichloro-3-pyridin-2-yl-quinoxalin-2-yl)-(3-methoxypropyl)-amine

HRID 1266142Notes

Reaction equation

HRID 1266142 reaction equation
Cl[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:19])=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.[CH3:20][O:21][CH2:22][CH2:23][CH2:24][NH2:25]>C1(C)C=CC=CC=1>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][C:6]=1[Cl:19])[N:3]=[C:2]([NH:25][CH2:24][CH2:23][CH2:22][O:21][CH3:20])[C:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)=[N:10]2

Participants

4

Reactant 2

HCID 16723-MethoxypropylamineHCID 185490312,6,7-Trichloro-3-pyridin-2-yl-quinoxaline

Product 1

HCID 9950887(6,7-Dichloro-3-pyridin-2-yl-quinoxalin-2-yl)-(3-methoxypropyl)-amineYield 76.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2,6,7-trichloro-3-pyridin-2-yl-quinoxaline (0.50 g) and 3-methoxy-propylamine (0.28 g) in toluene (20 mL) was refluxed under nitrogen for 16 hours. After refluxing, the reaction mixture was cooled, filtered, and concentrated under vacuum. The residue was recrystallized from methanol and water to give the product as a yellow solid (0.45 g); mp 99.5-100.5° C.

Workup

  1. temperatureAfter refluxing
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customThe residue was recrystallized from methanol and water

Sources & evidence

ORD record
ord-445d454454c34bcfb4e5e62994a94e84
Source dataset
uspto-grants-2003_04
Patent number
US06548499B1

Reaction notes

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