3-Amino-6-methylpyrazine-2-carbonitrile → 4-Amino-2-ethoxymethyl-6-methylpteridine

HRID 326863Notes

Reaction equation

HRID 326863 reaction equation
[NH2:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][C:5]([CH3:8])=[CH:6][N:7]=1.[CH2:11]([O:13][CH2:14][C:15](N)=[NH:16])[CH3:12]>>[NH2:10][C:9]1[C:3]2[C:2](=[N:7][CH:6]=[C:5]([CH3:8])[N:4]=2)[N:1]=[C:15]([CH2:14][O:13][CH2:11][CH3:12])[N:16]=1

Participants

3

Reactant 2

HCID 5840493-Amino-6-methylpyrazine-2-carbonitrileHCID 107253032-Ethoxyethanimidamide

Product 1

HCID 107275934-Amino-2-ethoxymethyl-6-methylpteridine

Procedure

A suspension of 15.1 g (0.113 mole) of 3-amino-6-methyl-2-pyrazinecarbonitrile [prepared according to E. C. Taylor et al., J. Am. Chem. Soc. 1973, 95, 6413] in the above ethanolic solution of 2-ethoxyacetamidine is refluxed for 2 hours. After cooling, the solution obtained is concentrated to dryness under reduced pressure. The residue is purified by washing with acetone and recrystallization from a mixture of acetone and isopropyl ether Yld: 8.4 g (34%), m.p. 166°-168° C.

Workup

  1. temperatureis refluxed for 2 hours
  2. temperatureAfter cooling
  3. customthe solution obtained
  4. concentrationis concentrated to dryness under reduced pressure
  5. customThe residue is purified
  6. washby washing with acetone and recrystallization from a mixture of acetone and isopropyl ether Yld

Sources & evidence

ORD record
ord-0491bc4375574839bb214a31e2ad1894
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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