Potassium Iodide → HCID 21717337, compound

HRID 1386060Notes

Reaction equation

HRID 1386060 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH3:12])=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:13]([C:15]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:16]=1[CH2:17]Cl)[CH3:14].[I-].[K+].C([O-])([O-])=O.[Na+].[Na+]>C(COC)OC>[CH3:11][C:9]1[N:10]=[C:3]2[C:2]([NH:1][CH2:17][C:16]3[C:19]([CH3:23])=[CH:20][CH:21]=[CH:22][C:15]=3[CH2:13][CH3:14])=[CH:7][CH:6]=[CH:5][N:4]2[C:8]=1[CH3:12]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 121489182-Ethyl-6-methylbenzyl chlorideHCID 218739802,3-Dimethylimidazo[1,2-a]pyridin-8-amine

Product 1

HCID 21717337HCID 21717337, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

8-Amino-2,3-dimethylimidazo[1,2-a]pyridine (0.3 g, 1.86 mmol) and 2-ethyl-6-methylbenzylchloride (0.31 g, 1.84 mmol) were dissolved in 5 ml dimethoxyethane. Potassium iodide (0.2 g, 1.2 mmol) and Na2CO3 (0.3 g, 2.8 mmol) were added and the mixture was refluxed for 4 hours. The solvent was evaporated and the residue was purified by column chromatography on silica gel using a mixture of methylene chloride and ethyl acetate (60:40) as eluent. 230 mg (42%) of the title compound was obtained.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. customThe solvent was evaporated
  3. customthe residue was purified by column chromatography on silica gel using
  4. additiona mixture of methylene chloride and ethyl acetate (60:40) as eluent

Sources & evidence

ORD record
ord-66b66f3229364af198fbc52f36439da6
Source dataset
uspto-grants-2001_07
Patent number
US06265415B1

Reaction notes

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