Methanol → 4-Amino-7-methoxy-2-(methoxymethoxymethyl)pteridine

HRID 326870Notes

Reaction equation

HRID 326870 reaction equation
N[C:2]1[C:3]([C:9]#[N:10])=[N:4][CH:5]=[C:6](Cl)[N:7]=1.[CH3:11][O:12][CH2:13][O:14][CH2:15][C:16]([NH2:18])=[NH:17].[CH3:19][OH:20]>>[NH2:10][C:9]1[C:3]2[C:2](=[N:7][C:6]([O:20][CH3:19])=[CH:5][N:4]=2)[N:18]=[C:16]([CH2:15][O:14][CH2:13][O:12][CH3:11])[N:17]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 105346532-(Methoxymethoxy)acetamidineHCID 156189333-Amino-5-chloropyrazine-2-carbonitrile

Product 1

HCID 148801434-Amino-7-methoxy-2-(methoxymethoxymethyl)pteridine

Procedure

Obtained using the procedure described in section c of Example 2, starting with 11.2 g (0.0725 mole) of 3-amino-5-chloro-2-pyrazinecarbonitrile[prepared according to E. C. Taylor et al. 1975, 40, 2341] and the above solution of 2-(methoxymethoxy)acetamidine in methanol. Refluxing time: 5 hours. Yld: 13.2 g (72%), m.p. 193°-195° C.

Workup

  1. customObtained
  2. temperatureRefluxing time
  3. custom5 hours

Sources & evidence

ORD record
ord-e0e70fbfcc24468ba5e1243cfd8d358d
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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