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371945-06-1

371945-06-1 Structure

371945-06-1 Structure
IdentificationBack Directory
[Name]

Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)
[CAS]

371945-06-1
[Synonyms]

3-aminofuro[2,3-b]pyridine-2-carboxylate
ethyl 2-aminofuro[2,3-b]pyridine-3-carboxylate
ethyl 3-amino furo[2,3-b]pyridine-2-carboxylate
Ethyl 3-aminofuro[2,3-B]pyridine-2-carboxylate ,98%
3-Amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl este
2-amino-3-furo[2,3-b]pyridinecarboxylic acid ethyl ester
3-Amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester
Furo[2,3-b]pyridine-2-carboxylicacid,3-amino-, ethyl ester
Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)
Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI) USP/EP/BP
[Molecular Formula]

C10H10N2O3
[MDL Number]

MFCD09837639
[MOL File]

371945-06-1.mol
[Molecular Weight]

206.2
Chemical PropertiesBack Directory
[Melting point ]

134 °C
[Boiling point ]

342.0±37.0 °C(Predicted)
[density ]

1.319±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

4.22±0.40(Predicted)
[Appearance]

White to off-white Solid
Raw materials And Preparation ProductsBack Directory
Spectrum DetailBack Directory
[Spectrum Detail]

Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)(371945-06-1)1HNMR
Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)(371945-06-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Chloro-3-cyanopyridine

6602-54-6

Ethyl glycolate

623-50-7

Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)

371945-06-1

Using 2-chloro-3-cyanopyridine (2.00 g, 1.0 eq.) and ethyl ethanoate (1.43 mL, 1.05 eq.) as raw materials, CuI (0.05 g, 0.02 eq.) and Cs2CO3 (10.3 g, 2.2 eq.) were added to the reaction mixture under stirring conditions. The reaction system was heated to 70°C and maintained at this temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature, slowly poured into deionized water (300 mL), and allowed to stand for 1 hour to promote precipitate formation. Subsequently, the precipitate was collected by filtration, ground with a solvent mixture of ether/hexane (1:1, v/v), and finally dried by azeotropic drying with toluene to afford the target product ethyl 3-amino-furo[2,3-b]pyridine-2-carboxylate (51c, 2.0 g, 70% yield).

[References]

[1] Patent: US2010/261714, 2010, A1. Location in patent: Page/Page column 75
[2] Synthesis, 2007, # 20, p. 3247 - 3251
[3] Patent: WO2017/90058, 2017, A1. Location in patent: Page/Page column 14
[4] Patent: WO2011/21038, 2011, A1. Location in patent: Page/Page column 18; 24
[5] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 2, p. 138 - 142
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