Benzyl Bromide → HCID 21947633, compound

HRID 2214445Notes

Reaction equation

HRID 2214445 reaction equation
[C:1](=[O:4])([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:15][S:16][C:17]1[NH:26][C:20]2[C:21](=O)[NH:22][CH:23]=[CH:24][C:19]=2[N:18]=1>CN(C)C=O.O>[CH2:7]([N:26]1[C:20]2[C:1](=[O:4])[N:22]([CH2:21][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:23]=[CH:24][C:19]=2[N:18]=[C:17]1[S:16][CH3:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178503356HCID 178503356, compound

Product 1

HCID 21947633HCID 21947633, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

553 mg (4.0 mmol) of potassium carbonate and 0.48 ml (4.0 mmol) of benzyl bromide were added to a solution of 362 mg (2.0 mmol) of 2-methylmercapto-3,5-dihydro-imidazo[4,5-c]pyridin-4-one in 5.0 ml of dimethylformamide and this mixture was stirred for three hours at ambient temperature. Then it was diluted with 10 ml of water and extracted three times with 10 ml of ethyl acetate. The organic extracts were dried and evaporated down, the crude product thus obtained was purified by column chromatography (silica gel, eluant:dichloromethane with 0–3% ethanol).

Workup

  1. extractionextracted three times with 10 ml of ethyl acetate
  2. customThe organic extracts were dried
  3. customevaporated down

Sources & evidence

ORD record
ord-54615c765a4141c8889dc428fe55245d
Source dataset
uspto-grants-2006_09
Patent number
US07109192B2

Reaction notes

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