4-(Chloromethyl)pyridine → 5,6a(R),7,8,9,9a(S)-Hexahydro-2,5-dimethyl-3-(4-pyridylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

HRID 275329Notes

Reaction equation

HRID 275329 reaction equation
[CH3:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH3:12])[C:6]3=[N:13][C@@H:14]4[CH2:18][CH2:17][CH2:16][C@@H:15]4[N:5]3[C:4]=2[N:3]=1.Cl[CH2:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1>>[CH3:1][C:2]1[N:10]([CH2:20][C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[C:9]2[C:8](=[O:11])[N:7]([CH3:12])[C:6]3=[N:13][C@@H:14]4[CH2:18][CH2:17][CH2:16][C@@H:15]4[N:5]3[C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 745714-(Chloromethyl)pyridineHCID 107767622,5-dimethyl-(6aR,9aS)-3,4,5,8-tetrahydrocyclopenta[4,5]imidazo[2,1-b]purin-4-one

Product 1

HCID 186593635,6a(R),7,8,9,9a(S)-Hexahydro-2,5-dimethyl-3-(4-pyridylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Procedure

Treat 5,6a(R),7,8,9,9a(S)-hexahydro-2,5-dimethylcyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one from Example 19a with 4-chloromethyl pyridine in accordance with Example 47 to give the title compound as a powder.

Sources & evidence

ORD record
ord-62871db740c9456b9ee103263f025b56
Source dataset
uspto-grants-1995_02
Patent number
US05393755

Reaction notes

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