4,6-Dichloro-5-nitropyrimidine → 9-Ethyl-4-[(2-(phenylmethoxy)ethyl)methylamino]imidazo[5,1-h]pteridin-6(5H)-one
Reaction equation
[C:1]1([CH2:7][O:8][CH2:9][CH2:10][NH:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:14]1[C:19]([N+:20]([O-])=O)=[C:18](Cl)[N:17]=[CH:16][N:15]=1.[CH2:24]([C:26]1[NH:27][CH:28]=[CH:29][N:30]=1)[CH3:25].[Sn](Cl)Cl.[C:34](N1C=CN=C1)(N1C=CN=C1)=[O:35]>>[CH2:24]([C:26]1[N:30]2[C:29]([C:34](=[O:35])[NH:20][C:19]3[C:14]([N:11]([CH2:10][CH2:9][O:8][CH2:7][C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH3:12])=[N:15][CH:16]=[N:17][C:18]=32)=[CH:28][N:27]=1)[CH3:25]Participants
6
Procedure
Prepared by treatment of N-(2-(phenylmethoxy)ethyl)methylamine with 4,6-dichloro-5-nitropyrimidine, followed by reaction with 2-ethylimidazole, reduction with tin (II) chloride, and cyclization with carbonyldiimidazole.
Sources & evidence
- ORD record
- ord-7f12d1f90d1a4448a74e0dbc0f9e2713
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05602252
Reaction notes
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