Iodoethane → 2-Chloro-N-(4-chlorophenyl)-9-ethyl-9H-purin-6-amine

HRID 2116454Notes

Reaction equation

HRID 2116454 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:25](I)[CH3:26]>CN(C)C=O>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:25][CH3:26])=[C:4]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=2)[N:3]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178478206HCID 178478206, compound

Product 1

HCID 219882642-Chloro-N-(4-chlorophenyl)-9-ethyl-9H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product from step (i) (1.04 g), potassium carbonate (1.025 g) and ethyl iodide (0.637 g) in N,N-dimethylformamide (15 ml ) was stirred vigorously at room temperature for 2 h. The mixture was partitioned between ethyl acetate and water, the organics washed with water, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 2:1 ethyl acetate in isohexane. Yield 0.63 g

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. washthe organics washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customThe residue was purified by chromatography on silica eluting with 2:1 ethyl acetate in isohexane

Sources & evidence

ORD record
ord-849f8b49f9154c38b3903a247082c1e5
Source dataset
uspto-grants-2008_10
Patent number
US07439240B2

Reaction notes

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