Potassium Hydroxide → 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

HRID 2105684Notes

Reaction equation

HRID 2105684 reaction equation
[CH3:1][O:2][C:3]([C:5]12[CH2:12][CH2:11][C:8]([C:13](=O)[NH:14][C:15]3[C:16](=[O:29])[N:17]([CH2:26][CH2:27][CH3:28])[C:18](=[O:25])[N:19]([CH2:22][CH2:23][CH3:24])[C:20]=3[NH2:21])([CH2:9][CH2:10]1)[CH2:7][CH2:6]2)=[O:4].[OH-].[K+]>C(O)(C)C>[CH3:1][O:2][C:3]([C:5]12[CH2:12][CH2:11][C:8]([C:13]3[NH:14][C:15]4[C:16](=[O:29])[N:17]([CH2:26][CH2:27][CH3:28])[C:18](=[O:25])[N:19]([CH2:22][CH2:23][CH3:24])[C:20]=4[N:21]=3)([CH2:9][CH2:10]1)[CH2:7][CH2:6]2)=[O:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 865917464-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydropyrimidin-5-ylcarbamoyl)bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Product 1

HCID 98440604-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydropyrimidin-5-ylcarbamoyl)bicyclo[2.2.2]octane-1-carboxylic acid methyl ester (VII, Example 83a, 1 wt) and isopropanol (4.76 vol) are mixed and stirred under nitrogen. Potassium hydroxide (2M, 4.76 vol) is added. The title compound is formed but not isolated.

Sources & evidence

ORD record
ord-d7e6025e7017405d82ac82d7e4da982f
Source dataset
uspto-grants-2009_08
Patent number
US07579354B2

Reaction notes

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