Potassium Carbonate → 9-(2-Chloro-6-fluorobenzyl)-6-methylaminopurine

HRID 905326Notes

Reaction equation

HRID 905326 reaction equation
[CH3:1][NH:2][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:18][C:19]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:20]=1[CH2:21]Cl>CN(C)C(=O)C>[Cl:18][C:19]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:20]=1[CH2:21][N:7]1[CH:6]=[N:5][C:4]2[C:8]1=[N:9][CH:10]=[N:11][C:3]=2[NH:2][CH3:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67955N6-MethyladenineHCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzene

Product 1

HCID 1298019-(2-Chloro-6-fluorobenzyl)-6-methylaminopurineYield 55%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a mixture of 6-methylaminopurine (298 mg, 2 mmols), potassium carbonate (276 mg, 2 mmols) and N,N-dimethylacetamide (10 ml) was added 2-chloro-6-fluorobenzyl chloride (718 mg, 4 mmols), and the resultant mixture was allowed to react at 110° C. for 8 hours with stirring. The reaction product was then treated in the same manner as Example 12 to give 9-(2-chloro-6-fluorobenzyl)-6-methylaminopurine as needles (320 mg, yield 55%), m.p. 188°-190° C.

Workup

  1. customto react at 110° C. for 8 hours
  2. additionThe reaction product was then treated in the same manner as Example 12

Sources & evidence

ORD record
ord-77021a83ea9d42b38eabd8553f4a591c
Source dataset
uspto-grants-1983_12
Patent number
US04423219

Reaction notes

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