4-Amino-2-[(4-chlorophenoxy)methyl]pteridine → 2-[(4-Chlorophenoxy)methyl]-4(3H)-pteridinone

HRID 1681035Notes

Reaction equation

HRID 1681035 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]([Cl:20])=[CH:16][CH:15]=2)[N:3]=1.C([OH:23])C.CN(C)C=O>[OH-].[Na+]>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:4]2[NH:3][C:2](=[O:23])[C:11]3[C:6](=[N:7][CH:8]=[CH:9][N:10]=3)[N:5]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 107557494-Amino-2-[(4-chlorophenoxy)methyl]pteridineHCID 19794673N,N-dimethylformamide ethanol

Product 1

HCID 1354963202-[(4-Chlorophenoxy)methyl]-4(3H)-pteridinone

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Obtained using the procedure described in section b of Example 9, starting with 17.5 g (0.0608 mole) of crude 4-amino-2-[(4-chlorophenoxy)methyl]pteridine in 1750 ml of 5% aqueous sodium hydroxide. Heating time: 1 hours 30 minutes under reflux. Yld: 8.7 g (50%), m.p. 267°-269° C. (ethanol/N,N-dimethylformamide).

Workup

  1. customObtained
  2. temperatureHeating time
  3. temperature1 hours 30 minutes under reflux

Sources & evidence

ORD record
ord-353046d9fabd43b9a4491ac1f3b6244e
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

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