4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine

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4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine Basic information
Product Name:4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine
Synonyms:4-Chloro-1-methyl-imidazo[4,5-c]pyridine;1H-Imidazo[4,5-c]pyridine, 4-chloro-1-methyl-;4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine
CAS:50432-68-3
MF:C7H6ClN3
MW:167.6
EINECS:
Product Categories:Heterocycle-Pyridine series
Mol File:50432-68-3.mol
4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine Structure
4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine Chemical Properties
Melting point 168-170 °C(Solv: cyclohexane (110-82-7); ethyl acetate (141-78-6))
Boiling point 331.8±45.0 °C(Predicted)
density 1.43±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka3.13±0.30(Predicted)
AppearanceLight brown to black Solid
Safety Information
HS Code 2933998090
MSDS Information
4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine Usage And Synthesis
Synthesis
4-CHLORO-1-H-IMIDAZO[4,5-C]PYRIDINE

2770-01-6

Iodomethane

74-88-4

4-CHLORO-1-METHYL-1H-IMIDAZO[4,5-C]PYRIDINE

50432-68-3

4-Chloro-3-Methyl-3H-iMidazo[4,5-c]pyridine

87034-78-4

NaH (78 mg, 1.95 mmol, 60% w/w oil solution) was slowly added to a solution of 4-chloro-3H-imidazo[4,5-c]pyridine (100 mg, 0.65 mmol) in DMF (3 mL) at 0 °C under nitrogen protection. The reaction mixture was stirred at 0 °C for 40 min. Subsequently, iodomethane (277 mg, 1.95 mmol) was added at the same temperature. The reaction mixture was warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous NH4Cl solution and extracted with ethyl acetate (20 mL x 3). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by preparative HPLC to afford 4-chloro-1-methyl-1H-imidazo[4,5-c]pyridine (58, 40.3 mg) and 4-chloro-3-methyl-3H-imidazo[4,5-c]pyridine (59, 41.0 mg), both yellow oils, respectively.LRMS (m/z): [M+H]+ calculated values 168.2, 170.2; measured values 168.0, 170.2.

References[1] Patent: WO2016/101119, 2016, A1. Location in patent: Page/Page column 99; 100
Tag:4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine(50432-68-3) Related Product Information
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