3-Aminopyrazine-2-carbonitrile → 2-(Ethoxymethyl)pteridin-4-amine

HRID 1681009Notes

Reaction equation

HRID 1681009 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[CH2:10]([O:12][CH2:13][C:14](N)=[NH:15])[CH3:11]>>[NH2:9][C:8]1[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:1]=[C:14]([CH2:13][O:12][CH2:10][CH3:11])[N:15]=1

Participants

3

Reactant 2

HCID 8176993-Aminopyrazine-2-carbonitrileHCID 107253032-Ethoxyethanimidamide

Product 1

HCID 107982772-(Ethoxymethyl)pteridin-4-amine

Procedure

A mixture of 36.0 g (0.30 mole) of 3-amino-2-pyrazinecarbonitrile [prepared according to A. Albert and K. Ohta, J. Chem. Soc. C, 1970, 1540] and 46.7 g of 2-ethoxyacetamidine in 700 ml of absolute control is refluxed for 2 hours 30 minutes under a nitrogen atmosphere. After cooling, the precipitate obtained is isolated by filtration. It is purified by recrystallization from ethanol. Yld: 52.0 g (84%), m.p. 152°-154° C.

Workup

  1. customprepared
  2. temperatureAfter cooling
  3. customthe precipitate obtained
  4. customis isolated by filtration
  5. customIt is purified by recrystallization from ethanol

Sources & evidence

ORD record
ord-6187666e7e50431bbe411d338d125dd0
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

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