Methyl iodide → HCID 9968713, compound

HRID 750525Notes

Reaction equation

HRID 750525 reaction equation
Cl.[F:2][C:3]1[CH:24]=[C:23]([OH:25])[CH:22]=[C:21]([F:26])[C:4]=1[CH2:5][N:6]1[C:10]2[N:11]=[C:12]([NH2:20])[N:13]=[C:14]([C:15]3[O:16][CH:17]=[CH:18][CH:19]=3)[C:9]=2[N:8]=[N:7]1.[CH3:27]I>CN(C=O)C.O>[F:2][C:3]1[CH:24]=[C:23]([O:25][CH3:27])[CH:22]=[C:21]([F:26])[C:4]=1[CH2:5][N:6]1[C:10]2[N:11]=[C:12]([NH2:20])[N:13]=[C:14]([C:15]3[O:16][CH:17]=[CH:18][CH:19]=3)[C:9]=2[N:8]=[N:7]1

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 21874770HCID 21874770, compound

Product 1

HCID 9968713HCID 9968713, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 3-(2,6-difluoro-4-hydroxybenzyl)-7-(2-furyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine hydrochloride (130 mg, 0.34 mmol) in DMF (5 mL) at 0° C., was treated with CsCO3 (223 mg, 0.68 mmol), stirred for 10 min, treated with methyl iodide (21 μL, 0.34 mmol) and stirred at room temperature for 30 min. The reaction mixture was diluted with water (10 mL) and filtered to give the title compound (122 mg, 100%) as a white solid.

Workup

  1. stirringstirred at room temperature for 30 min
  2. filtrationfiltered

Sources & evidence

ORD record
ord-bd4f5888b7124a0cbd7f66d63aa543c8
Source dataset
uspto-grants-2008_07
Patent number
US07405219B2

Reaction notes

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