Acetic Anhydride → 2-Acetoxymethyl-4(3H)-pteridinone

HRID 1681014Notes

Reaction equation

HRID 1681014 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([NH2:10])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[C:11]([O:14][C:15](=O)[CH3:16])(=[O:13])[CH3:12]>C(O)C>[C:11]([O:14][CH2:15][C:16]1[NH:10][C:8](=[O:9])[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:1]=1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 280292Aminopyrazine carboxamide

Product 1

HCID 1354111612-Acetoxymethyl-4(3H)-pteridinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Obtained using the procedure described in Example 1, starting with 5.3 g (0.038 mole) of 3-amino-2-pyrazinecarboxamide, 34.5 g (0.157 mole) of triethyl orthopropoxyacetate and 34.5 ml of acetic anhydride. Refluxing time: 1 hour 45 minutes. Yld: 5.4 g (65%), m.p. 210°-212° C. (ethanol).

Workup

  1. customObtained
  2. temperatureRefluxing time
  3. custom1 hour 45 minutes

Sources & evidence

ORD record
ord-f12cc8df356e4aae93e472364bf6132b
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

Loading…