Water → Isopropyl purine

HRID 1006584Notes

Reaction equation

HRID 1006584 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](NCC2C=CC(OC)=CC=2)[N:3]=1.[H-].[Na+].I[CH:24]([CH3:26])[CH3:25].O>CN(C=O)C>[CH:24]([C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[CH:4][N:3]=1)([CH3:26])[CH3:25]

Participants

6

Reactant 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 164220562-Chloro-N-(4-methoxybenzyl)-9H-purin-6-amine

Product 1

HCID 18473604Isopropyl purine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-chloro-6-(4-methoxybenzylamino) purine was suspended in dry DMF (5 ml) and treated with sodium hydride, 60% dispersion (82 mg, 2.06 mmol). The suspension was stirred for 30 min over which time it became a clear yellow/green solution. 2-Iodopropane (0.280 mL, 1.7 eq.) was added over 5 min and the resultant solution stirred for 2 days. Water was added and the solution and extracted with ethyl acetate. The organic layer was evaporated to give the product isopropyl purine.

Workup

  1. extractionthe solution and extracted with ethyl acetate
  2. customThe organic layer was evaporated

Sources & evidence

ORD record
ord-09e947eaaa174c2c8adc53718acd6ae1
Source dataset
uspto-grants-2004_09
Patent number
US06790958B2

Reaction notes

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