Sodium Hydroxide → 2-Phenoxymethyl-4(3H)-pteridinone

HRID 1681018Notes

Reaction equation

HRID 1681018 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][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[OH-:20].[Na+]>C(O)(=O)C>[O:13]([CH2:12][C:4]1[NH:3][C:2](=[O:20])[C:11]2[C:6](=[N:7][CH:8]=[CH:9][N:10]=2)[N:5]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 106346264-Amino-2-(phenoxymethyl)pteridine

Product 1

HCID 1354636282-Phenoxymethyl-4(3H)-pteridinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4.0 g (0.016 mole) of 4-amino-2-(phenoxymethyl)pteridine and 400 ml of 5% aqueous sodium hydroxide is brought slowly to 95° C. and maintained at this temperature for 2 hours. After cooling, the solution obtained is acidified with acetic acid to pH 5.5. The precipitate formed is isolated by filtration. It is purified by recrystallization from ethanol. Yld: 2.8 g (70%), m.p. 220°-221° C.

Workup

  1. customis brought slowly to 95° C.
  2. temperaturemaintained at this temperature for 2 hours
  3. temperatureAfter cooling
  4. customthe solution obtained
  5. customThe precipitate formed
  6. customis isolated by filtration
  7. customIt is purified by recrystallization from ethanol

Sources & evidence

ORD record
ord-b881cdfa923545008924e96f765404c1
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

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