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Home > Encyclopedia > 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)

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

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

structure
  • CAS No:

    371945-06-1

  • Formula:

    C10H10N2O3

  • Chemical Name:

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

  • Synonyms:

    Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI);Furo[2,3-b]pyridine-2-carboxylicacid,3-amino-, ethyl ester;ethyl 3-amino furo[2,3-b]pyridine-2-carboxylate;3-Amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester;3-aminofuro[2,3-b]pyridine-2-carboxylate;Ethyl 3-aminofuro[2,3-B]pyridine-2-carboxylate ,98%;ethyl 2-aminofuro[2,3-b]pyridine-3-carboxylate

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

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

206.198

206.06900

DTXSID10612693

2934999090

Characteristics

78.4

2

1.319g/cm3

134 °C

342°C at 760 mmHg

160.6ºC

1.623

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

To a stirred mixture of the pyridine 51a (2.00 g, 1.0 eq), the alcohol 51b (1.43 mL, 1.05 eq), CuI (0.05 g, 0.02 eq) is added Cs2- Chloro 3-pyridine carbonitrile (1, 2.0 g, 1 equiv.), Cs2C03 (14.2 g, 3 equiv.) and ethyl glycolate (1.5 mL, 1.2 equiv.) were placed in a flask under inert atmosphere. Dry toluene and DBU (4.3 mL, 2 equiv) were added and the suspension was heated at 80 °C for 24 h with vigorous stirring. The reaction mixture was cooled to RT, and then water and EtOAc were added. The organic layer was seperated and was washed with water before being dried over anhydrous Na2S04 and concentrated in vacuo. Purification was done by column chromatography on silica gel using 10-40percent EtOAC: hexane as a mobile phase to get product 2 (1.5 g, 50percent) as a white solid. *H NMR (CDC13, 400 MHz): δ 8.51 (dd, / = 5.0, 2.0 Hz, 1H), 7.96 (dd, / = 8.0, 2.0 Hz, 1H), 7.23-7.28 (m, 1H), 4.44 (q, / = 7.0 Hz, 2H), 4.01 (br, s, 2H), 1.44 (t, / = 7.0 Hz, 3H); ESI-MS: nt/z 229.05 [M+Na]+2-Chloro-3-pyridinecarbonitrile, 1 , (4.0Og, 28.9mmol), Cs

Computed Properties

Molecular Weight:206.20
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:206.06914219
Monoisotopic Mass:206.06914219
Topological Polar Surface Area:78.4
Heavy Atom Count:15
Complexity:247
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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