Methyl iodide → 9-[(4-fluorophenyl)methyl]-8-(methylthio)-9H-purine

HRID 2248794Notes

Reaction equation

HRID 2248794 reaction equation
[OH-].[K+].I[CH3:4].[F:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]2[C:21]([SH:22])=[N:20][C:19]3[C:14]2=[N:15][CH:16]=[N:17][CH:18]=3)=[CH:8][CH:7]=1>O>[F:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]2[C:21]([S:22][CH3:4])=[N:20][C:19]3[C:14]2=[N:15][CH:16]=[N:17][CH:18]=3)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 178505787HCID 178505787, compound

Product 1

HCID 197852329-[(4-fluorophenyl)methyl]-8-(methylthio)-9H-purineYield 73.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 4.6 parts of potassium hydroxide and 200 parts of water were added portionwise 1.7 parts of iodomethane, followed by the dropwise addition of 3.8 parts of 9-[(4-fluorophenyl)methyl]-9H-purine-8-thiol. Upon complete addition, the whole was stirred for 2 hours at room temperature. The precipitated product was filtered off and dried, yielding 3.45 parts (73.9%) of 9-[(4-fluorophenyl)methyl]-8-(methylthio)-9H-purine; mp. 167.1° C. (interm. 25).

Workup

  1. additionUpon complete addition
  2. filtrationThe precipitated product was filtered off
  3. customdried

Sources & evidence

ORD record
ord-2862da2b09c04dada3b29ce85278c8e5
Source dataset
uspto-grants-1991_08
Patent number
US05041448

Reaction notes

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