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
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)
N-Bromosuccinimide Price
- Product number
- 4117AJ
- Product name
- Ethyl8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate
- Packaging
- 10g
- Price
- $1778
- Updated
- 2021/12/16
- 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
- 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
- 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
- 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
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
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