Water → Isopropyl purine

HRID 1007152Notes

Reaction equation

HRID 1007152 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2C(C)C)=[C:4](NCC2C=CC(OC)=CC=2)[N:3]=1.[H-].[Na+].I[CH:27]([CH3:29])[CH3:28].O>CN(C=O)C>[CH:27]([C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[CH:4][N:3]=1)([CH3:29])[CH3:28]

Participants

6

Reactant 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 98587852-Chloro-9-isopropyl-N-(4-methoxybenzyl)-9H-purin-6-amine

Product 1

HCID 18473604Isopropyl purineYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Preparation of 2-chloro-6-(4-methoxybenzylamino)-9-isopropylpurine (2) 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 (Yield=508 mg, 89%).

Workup

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

Sources & evidence

ORD record
ord-196f4ce80fe6436488f0ed0c557f72f3
Source dataset
uspto-grants-2004_09
Patent number
US06794390B2

Reaction notes

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