5-chloro-3-methyl-3H-imidazo[4,5-b]pyridine synthesis

5synthesis methods

Product Name:5-chloro-3-methyl-3H-imidazo[4,5-b]pyridine
CAS Number:83472-65-5
Molecular formula:C7H6ClN3
Molecular Weight:167.6

89660-14-0 Synthesis

2,3-PYRIDINEDIAMINE, 6-CHLORO-N2-METHYL-

89660-14-0
29 suppliers
$215.00/100mg

149-73-5 Synthesis

149-73-5
532 suppliers
$12.00/5g

5-chloro-3-methyl-3H-imidazo[4,5-b]pyridine

83472-65-5
21 suppliers
$45.00/10mg

Yield:83472-65-5 81.6%

Reaction Conditions:

with toluene-4-sulfonic acid at 22; for 3 h;Reflux;

Steps:

3 Step 3: 5-Chloro-3-methyl-3H-imidazo[4,5-b]pyridine

To a solution of 6-chloro-N2-methylpyridine-2,3-diamine (300 mg, 1.9 mmol) in HC(OMe)₃ (10 mL) was added TsOH (10 mg) at 22°C. The mixture was stirred for 3 h under reflux until TLC (PE: EA =3: 1) showed that the reaction was complete. The mixture was concentrated to get the crude material which was purified by using column chromatography on silica gel to give the desired product (261 mg, 81.6%) as an oil. LCMS (m/z): 168.1

References:

WO2014/100695,2014,A1 Location in patent:Paragraph 00396

6863-46-3 Synthesis