ChemicalBook > CAS DataBase List > 1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester

1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester

Product Name
1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester
CAS No.
77862-95-4
Chemical Name
1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester
Synonyms
ethyl 3H-imidazo[4,5-b]pyridine-6-carboxylate;Methyl 1H-iMidazo[4,5-b]pyridine-6-carboxylate;3H-Imidazo[4,5-b]pyridine-6-carboxylic acid, methyl ester;1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester
CBNumber
CB32553901
Molecular Formula
C8H7N3O2
Formula Weight
177.16
MOL File
77862-95-4.mol
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1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester Property

storage temp. 
2-8°C
Appearance
White to yellow Solid
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M643405
Product name
Methyl1H-imidazo[4,5-b]pyridine-6-carboxylate
Packaging
50mg
Price
$220
Updated
2021/12/16
AK Scientific
Product number
2208AC
Product name
Methyl1H-imidazo[4,5-b]pyridine-6-carboxylate
Packaging
250mg
Price
$504
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0392797
Product name
METHYL-1H-IMIDAZO[4,5-B]PYRIDINE-6-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$504.17
Updated
2021/12/16
Apolloscientific
Product number
OR305190
Product name
Methyl1H-imidazo[4,5-b]pyridine-6-carboxylate
Packaging
250mg
Price
$522
Updated
2021/12/16
Alichem
Product number
77862954
Product name
Methyl1H-imidazo[4,5-b]pyridine-6-carboxylate
Packaging
250mg
Price
$197.4
Updated
2021/12/16
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1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester Chemical Properties,Usage,Production

Synthesis

64-18-6

104685-76-9

77862-95-4

Step 2: A mixed solution of methyl 5,6-diaminonicotinate (1.69 g, 10.12 mmol), formic acid (0.5 mL) and triethyl orthoformate (25 mL) prepared in Step 1 was stirred and reacted at 90 °C for 2.5 hours. After completion of the reaction, the mixture was cooled to room temperature, and the precipitated solid was collected by filtration and dried to afford methyl 3H-imidazo[4,5-b]pyridine-6-carboxylate (588 mg, 33% yield) as a milky white solid, which did not require further purification. The filtrate was concentrated under reduced pressure and the residue was purified by fast column chromatography on silica gel with gradient elution from dichloromethane to dichloromethane solution containing 10% methanol as eluent to afford additional methyl 3H-imidazo[4,5-b]pyridine-6-carboxylate (550 mg, 31% yield) as a cream colored solid. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6) δ 13.33 (br s, 1H), 8.95 (d, J = 1.5 Hz, 1H), 8.64 (s, 1H), 8.50 (d, J = 1.5 Hz, 1H), 3.91 (s, 3H) and LCMS (ESI) m/z 178 (M + H)+.

References

[1] Patent: EP2766359, 2016, B1. Location in patent: Paragraph 0585

1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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77862-95-4, 1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl esterRelated Search:


  • 1H-IMidazo[4,5-b]pyridine-6-carboxylic acid, Methyl ester
  • Methyl 1H-iMidazo[4,5-b]pyridine-6-carboxylate
  • ethyl 3H-imidazo[4,5-b]pyridine-6-carboxylate
  • 3H-Imidazo[4,5-b]pyridine-6-carboxylic acid, methyl ester
  • 77862-95-4