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

HRID 326858Notes

Reaction equation

HRID 326858 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-dimethylformamide. 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-dimethylformamide

Sources & evidence

ORD record
ord-baa9b70f9bb24e1f9ccd219261d9caf6
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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