Sodium Hydroxide → 2-[(4-Methoxyphenoxy)methyl]-4(3H)-pteridinone

HRID 1681041Notes

Reaction equation

HRID 1681041 reaction equation
N[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][N:10]=2)[N:5]=[C:4]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[N:3]=1.[OH-:22].[Na+]>>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:4]2[NH:3][C:2](=[O:22])[C:11]3[C:6](=[N:7][CH:8]=[CH:9][N:10]=3)[N:5]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 10731668HCID 10731668, compound

Product 1

HCID 1355138312-[(4-Methoxyphenoxy)methyl]-4(3H)-pteridinone

Procedure

Obtained using the procedure described in section b of Example 9, starting with 5.5 g (0.0194 mole) of 4-amino-2-[(4-methoxyphenoxy)methyl]pteridine in 150 ml of 5% aqueous sodium hydroxide. The solid obtained is taken up in dilute sodium hydroxide for purification. The insoluble portion is removed by filtration. The filtrate is acidified with acetic acid to pH 5.5. The precipitate formed is isolated by filtration; it is finally recrystallized from a mixture of ethanol and N,N-dimethylformamaide. Yld: 1.7 g (31%), m.p. 233°-234° C.

Workup

  1. customObtained
  2. customThe solid obtained
  3. customis taken up in dilute sodium hydroxide for purification
  4. customThe insoluble portion is removed by filtration
  5. customThe precipitate formed
  6. customis isolated by filtration
  7. customit is finally recrystallized from a mixture of ethanol and N,N-dimethylformamaide

Sources & evidence

ORD record
ord-d6db59a18fc848248c0bf7e695ba9520
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

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