ChemicalBook > CAS DataBase List > 8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

Product Name
8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
CAS No.
96428-50-1
Chemical Name
8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
Synonyms
2-carboethoxy-3-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyridine;Imidazo[1,2-a]pyridine-3-carboxylicacid, 2-methyl-8-(phenylm...;Ethyl 8-(Benzyloxy)-2-MethyliMidazo[1,2-a]pyridine-3-carboxylate;Ethyl 8-(benzyloxy)-2-MethylH-iMidazo[1,2-a]pyridine-3-carboxylate;ethyl 2-methyl-8-phenylmethoxyimidazo[1,2-a]pyridine-3-carboxylate;8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;2-Methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;Imidazo[1,2-a]pyridine-3-carboxylic acid, 2-methyl-8-(phenylmethoxy)-, ethyl ester
CBNumber
CB6198736
Molecular Formula
C18H18N2O3
Formula Weight
310.35
MOL File
96428-50-1.mol
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8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Property

Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
5.26±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
4117AJ
Product name
Ethyl8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate
Packaging
10g
Price
$1778
Updated
2021/12/16
J&W Pharmlab
Product number
68R0302
Product name
8-Benzyloxy-2-methyl-imidazo[1,2-a]pyridine-3-carboxylicacidethylester
Purity
96%
Packaging
5g
Price
$5998
Updated
2021/12/16
Ambeed
Product number
A475400
Product name
Ethyl8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate
Purity
95+%
Packaging
100mg
Price
$49
Updated
2021/12/16
Ambeed
Product number
A475400
Product name
Ethyl8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate
Purity
95+%
Packaging
250mg
Price
$71
Updated
2021/12/16
Ambeed
Product number
A475400
Product name
Ethyl8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate
Purity
95+%
Packaging
1g
Price
$178
Updated
2021/12/16
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8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Usage,Production

Synthesis

24016-03-3

609-15-4

96428-50-1

Example 1A Synthesis of ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate: 25 g (124.8 mmol) of 2-amino-3-benzyloxypyridine was dissolved in 781 ml of anhydrous ethanol, followed by the addition of 102.7 g (624.2 mmol) of ethyl 2-chloroacetoacetate and 2 tablespoons of 4A molecular sieves. The reaction mixture was heated to reflux (oil bath temperature 100 °C) for 2 days. Upon completion of the reaction, the mixture was concentrated and excess ethyl 2-chloroacetoacetate was removed by rotary evaporator under dry ice cooling conditions. The residue was purified by silica gel column chromatography with a mobile phase of cyclohexane: ethyl acetate (gradient elution from 9:1 to 4:1). Finally, 20.81 g of the target compound ethyl 2-methyl-8-(benzyloxy)imidazo[1,2-a]pyridine-3-carboxylate was obtained in 54% yield and 99% purity. The product was analyzed by LC-MS (Method 2): retention time Rt = 1.12 min, mass spectrum (ESpos): m/z = 311 (M + H)+. 1H NMR (400 MHz, DMSO-d6) data were as follows: δ= 1.35 (t, 3H), 2.59 (s, 3H), 4.34 (q, 2H), 5.32 (s, 2H). 7.01-7.09 (m, 2H), 7.33-7.48 (m, 3H), 7.52 (d, 2H), 8.81-8.86 (m, 1H).

References

[1] Patent: US2014/128386, 2014, A1. Location in patent: Paragraph 0984; 0985; 0986; 0987; 0988
[2] Patent: US2014/128372, 2014, A1. Location in patent: Paragraph 0489; 0490; 0491; 0492; 0493
[3] Patent: US2017/57954, 2017, A1. Location in patent: Paragraph 0620; 0621; 0622; 0623; 0624
[4] Patent: US2016/347770, 2016, A1. Location in patent: Paragraph 0691; 0692; 0693; 0694; 0695
[5] Journal of Medicinal Chemistry, 1985, vol. 28, # 7, p. 876 - 892

8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Suppliers

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96428-50-1, 8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTERRelated Search:


  • 8-BENZYLOXY-2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
  • Ethyl 8-(Benzyloxy)-2-MethyliMidazo[1,2-a]pyridine-3-carboxylate
  • Ethyl 8-(benzyloxy)-2-MethylH-iMidazo[1,2-a]pyridine-3-carboxylate
  • 2-Methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester
  • ethyl 2-methyl-8-phenylmethoxyimidazo[1,2-a]pyridine-3-carboxylate
  • 2-carboethoxy-3-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyridine
  • Imidazo[1,2-a]pyridine-3-carboxylic acid, 2-methyl-8-(phenylmethoxy)-, ethyl ester
  • Imidazo[1,2-a]pyridine-3-carboxylicacid, 2-methyl-8-(phenylm...
  • 96428-50-1