Triethylamine → N-(2,3-Dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-N-(2-pyridylmethyl)-glycine ethyl ester

HRID 1422237Notes

Reaction equation

HRID 1422237 reaction equation
Br[CH2:2][C:3]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[C:9]2[C:4]=1[N:5]=[C:6]([O:18][CH3:19])[C:7]([O:16][CH3:17])=[N:8]2.[CH2:20]([O:22][C:23](=[O:33])[CH2:24][NH:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)[CH3:21].C(N(CC)CC)C>C(#N)C>[CH2:20]([O:22][C:23](=[O:33])[CH2:24][N:25]([CH2:2][C:3]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[C:9]2[C:4]=1[N:5]=[C:6]([O:18][CH3:19])[C:7]([O:16][CH3:17])=[N:8]2)[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)[CH3:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13236080Ethyl N-((pyridin-2-yl)methyl)glycinateHCID 232979835-Bromomethyl-7-nitro-2,3-dimethoxyquinoxaline

Product 1

HCID 18706566N-(2,3-Dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-N-(2-pyridylmethyl)-glycine ethyl ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

150 ml (0.46 mmol) of 5-bromomethyl-2,3-dimethoxy-7-nitro-quinoxaline, 98 mg (1.1 equiv.) of N-(2-pyridylmethyl)-glycine ethyl ester and 0.076 ml (1.2 equiv.) of triethylamine are stirred at reflux in 5 ml of acetonitrile for 20 hours. The mixture is concentrated by evaporation and the residue is suspended in diethyl ether and filtered. After drying, the title compound is obtained in the form of a white powder.

Workup

  1. concentrationThe mixture is concentrated by evaporation
  2. filtrationfiltered
  3. customAfter drying

Sources & evidence

ORD record
ord-faf802640b7d47749a89fe04a61bba38
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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