N(6),N(6)-Dimethyladenine → 9-(2-Chloro-6-fluorobenzyl)-6-dimethylaminopurine

HRID 1449148Notes

Reaction equation

HRID 1449148 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[NH:5][CH:6]=[N:7]2.C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:21]=1[CH2:22]Cl>CN(C)C(=O)C>[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:21]=1[CH2:22][N:7]1[CH:6]=[N:5][C:4]2[C:8]1=[N:9][CH:10]=[N:11][C:3]=2[N:2]([CH3:12])[CH3:1]

Participants

5

Reactant 3

HCID 3134N(6),N(6)-DimethyladenineHCID 11430Potassium CarbonateHCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzene

Product 1

HCID 1298029-(2-Chloro-6-fluorobenzyl)-6-dimethylaminopurineYield 62.2%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In a procedure analogous to that of Example 9, by using 1.63 g of 6-dimethylaminopurine, 1.38 g of potassium carbonate, 50 ml of N,N-dimethylacetamide and 3.58 g of 2-chloro-6-fluorobenzyl chloride, there was obtained 1.9 g of 9-(2-chloro-6-fluorobenzyl)-6-dimethylaminopurine as colorless needles (yield: 62%); m.p. 134°-135° C.

Sources & evidence

ORD record
ord-93305c4dc0074cdbadbf06a922b3da56
Source dataset
uspto-grants-1980_02
Patent number
US04189485

Reaction notes

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