Ethyl Acetate → 4-Amino-2-[(2,2,2-trifluoroethoxy)methyl]pteridine

HRID 326848Notes

Reaction equation

HRID 326848 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[F:10][C:11]([F:19])([F:18])[CH2:12][O:13][CH2:14][C:15](N)=[NH:16].C(OCC)(=O)C>C(O)C>[NH2:9][C:8]1[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:1]=[C:15]([CH2:14][O:13][CH2:12][C:11]([F:19])([F:18])[F:10])[N:16]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 8176993-Aminopyrazine-2-carbonitrileHCID 105830132-(2,2,2-Trifluoroethoxy)acetamidine

Product 1

HCID 105391874-Amino-2-[(2,2,2-trifluoroethoxy)methyl]pteridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Obtained using the procedure described in section c of Example 2, starting with 7.2 g (0.060 mole) of 3-amino-2-pyrazinecarbonitrile and 14.2 g (0.091 mole) of 2-(2,2,2-trifluoroethoxy)acetamidine in 230 ml of absolute ethanol. Refluxing time: 7 hours. Yld: 6.5 g (42%), m p. 145°-147° C. (ethyl acetate).

Workup

  1. customObtained
  2. temperatureRefluxing time
  3. custom7 hours

Sources & evidence

ORD record
ord-276bc173ceef417b98d7a35107a2fbe0
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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