Dimethylamine → 9-Ethyl-7-methyl-4-(dimethylamino)-2-(methylthio)imidazo[5,1-h]pteridin-6(5H)-one

HRID 377519

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-])=O)=[C:6](Cl)[N:5]=[C:4]([S:12][CH3:13])[N:3]=1.[CH3:14][NH:15][CH3:16].[CH2:17]([C:19]1[NH:20][CH:21]=[C:22]([CH3:24])[N:23]=1)[CH3:18].[Sn](Cl)Cl.[C:28](N1C=CN=C1)(N1C=CN=C1)=[O:29]>>[CH2:17]([C:19]1[N:20]2[C:21]([C:28](=[O:29])[NH:8][C:7]3[C:2]([N:15]([CH3:16])[CH3:14])=[N:3][C:4]([S:12][CH3:13])=[N:5][C:6]=32)=[C:22]([CH3:24])[N:23]=1)[CH3:18]

Participants

Reactant 5

HCID 674Dimethylamine

HCID 24479Stannous Chloride

HCID 682631,1'-Carbonyldiimidazole

HCID 113454584,6-Dichloro-2-(methylthio)-5-nitropyrimidine

HCID 178437635HCID 178437635, compound

Product 1

HCID 193588719-Ethyl-7-methyl-4-(dimethylamino)-2-(methylthio)imidazo[5,1-h]pteridin-6(5H)-one

Procedure

Prepared by treatment of 4,6-dichloro-5-nitro-2-(methylthio)pyrimidine with dimethylamine, followed by reaction with 2-ethyl-4-methylimidazole, reduction with tin (II) chloride, and cyclization with carbonyidiimidazole.

Sources & evidence

ORD record: ord-be130903f6a74ca6833ade33de7b4594
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06025489

Linked notes

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