3-Aminopyrazine-2-carbonitrile → 4-Amino-2-[(4-methylphenoxy)methyl]pteridine

HRID 326859

Reaction equation

HRID 326859 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:10][C:11]1[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17](N)=[NH:18])=[CH:13][CH:12]=1.CC(C)=O.C(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:17]([CH2:16][O:15][C:14]2[CH:20]=[CH:21][C:11]([CH3:10])=[CH:12][CH:13]=2)[N:18]=1

Participants

5

Reactant 3

HCID 8176993-Aminopyrazine-2-carbonitrileHCID 134308222-(4-Methylphenoxy)acetamidineHCID 21889777Acetone ethanol

Product 1

HCID 105878894-Amino-2-[(4-methylphenoxy)methyl]pteridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Obtained using the procedure described in section c of Example 2, starting with 6.9 g (0.057 mole) of 3-amino-2-pyrazinecarbonitrile and 14.1 g (0.086 mole) of 2-(4-methylphenoxy)acetamidine [prepared according to C. Djerassi and C. R. Scholz, U.S. Pat. No. 2,517,468; C.A. 1951, 45, 661f] in 350 ml of absolute ethanol. Refluxing time: 2 hours. Yld: 2.6 g (17%), m.p. 225°-227° C. (acetone/ethanol).

Workup

  1. customObtained
  2. customprepared
  3. temperatureRefluxing time
  4. custom2 hours

Sources & evidence

ORD record
ord-1e08b584bc8d4f4cbe3a062944c9c19e
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Linked notes

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