Aminoacetaldehyde dimethyl acetal → N-(2,2-dimethoxyethyl)-2-Pyrazinamine

HRID 1858081Notes

Reaction equation

HRID 1858081 reaction equation
Cl[CH:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH2:12]>C(N(CC)CC)C>[CH3:8][O:9][CH:10]([O:13][CH3:14])[CH2:11][NH:12][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 179606092-Chloropiperazine

Product 1

HCID 22124488N-(2,2-dimethoxyethyl)-2-PyrazinamineYield 6.6%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a solution of 2-chloropiperazine (1.0 g in 5 mL dry toluene) was added 2,2-dimethoxyethylamine (1.1 g) followed by 1.2 mL triethylamine and the mixture heated to reflux on an oil bath. After 48 hours, the reaction mixture was applied to a flash chromatography column (silica gel) for purification (ethyl acetate:hexane, 7:3; then 100:0) to give the title compound (101 mg).

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. customthe reaction mixture was applied to a flash chromatography column (silica gel) for purification (ethyl acetate

Sources & evidence

ORD record
ord-389d8374effb4091bb62673d23d79bf4
Source dataset
uspto-grants-2000_11
Patent number
US06150352

Reaction notes

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