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Methyl iodide → HCID 86696632, compound

HRID 1468610
Notes
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Reaction equation

HRID 1468610 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7](=[O:14])[N:8]2[CH2:11][CH2:12][OH:13])=[C:4]([Cl:15])[N:3]=1.[C:16]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]([CH3:16])[C:7](=[O:14])[N:8]2[CH2:11][CH2:12][OH:13])=[C:4]([Cl:15])[N:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86696631HCID 86696631, compound

Product 1

HCID 86696632HCID 86696632, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
27.5 °C

Procedure

A mixture of 2-amino-6-chloro-9-(2-hydroxyethyl)-7H-purin-8-one obtained in step 2 (13 g, 56.7 mmol), K2CO3 (11.5 g, 84 mmol), methyl iodide (12 g, 85.15 mmol) and DMF (130 ml) were stirred at 25-30° C. for 16 hours. The reaction mixture was concentrated and purified by column chromatography using 60-120 silica gel and 4% methanol in DCM as an eluent to obtain 2-amino-6-chloro-9-(2-hydroxyethyl)-7-methyl-purin-8-one (8 g, 58%) as an off white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-333da6c11582478ea6579a56309b7466
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09006177B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes