2-Methoxyethylamine → HCID 22457966, compound

HRID 2184776Notes

Reaction equation

HRID 2184776 reaction equation
CO[C:3]([C:5]1[CH:10]=[N:9][C:8]([C:11]([O:13]C)=O)=[CH:7][N:6]=1)=[O:4].[CH3:15][O:16][CH2:17][CH2:18][NH2:19]>C(O)C>[CH3:15][O:16][CH2:17][CH2:18][NH:19][C:11]([C:8]1[CH:7]=[N:6][C:5]([C:3]([NH:19][CH2:18][CH2:17][O:16][CH3:15])=[O:4])=[CH:10][N:9]=1)=[O:13]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 518685Dimethyl pyrazine-2,5-dicarboxylate

Product 1

HCID 22457966HCID 22457966, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 500 mg of 2,5-dimethoxycarbonylpyrazine and 0.430 cm3 of 2-methoxyethylamine in 3 cm3 of ethanol is heated at a temperature in the region of the reflux temperature for 5 hours. The reaction mixture is cooled to a temperature of 20° C. and the white solid formed is then filtered off and washed with twice 5 cm3 of ethanol. 150 mg of N,N′-bis-(2-methoxyethyl)pyrazine-2,5-dicarboxamide are thus obtained in the form of a white solid melting at 165° C. [1H NMR spectrum (300 MHz, (CD3)2SO-d6, δ in ppm): 3.29 (s, 6H: 2×OCH3); 3.51 (mt, 8H: 2×NCH2CH2O); 8.99 (mt, 2H: 2×CONH); 9.22 (s, 2H: ═CH at 3 and ═CH at 6)].

Workup

  1. customthe white solid formed
  2. filtrationis then filtered off
  3. washwashed with twice 5 cm3 of ethanol

Sources & evidence

ORD record
ord-42619d394d5f4134af9006b26f481ec5
Source dataset
uspto-grants-2002_06
Patent number
US06399613B1

Reaction notes

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