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Ethyl Imidazo[1,2-a]pyridine-3-carboxylate

Ethyl Imidazo[1,2-a]pyridine-3-carboxylate structure

Ethyl Imidazo[1,2-a]pyridine-3-carboxylate 

structure
  • CAS No:

    123531-52-2

  • Formula:

    C10H10N2O2

  • Chemical Name:

    Ethyl Imidazo[1,2-a]pyridine-3-carboxylate

  • Synonyms:

    Ethyl Imidazo[1,2-a]pyridine-3-carboxylate;Imidazo[1,2-a]pyridine-3-carboxylicacid, ethyl ester

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Ethyl Imidazo[1,2-a]pyridine-3-carboxylate Basic Attributes

190.2

190.074234

DTXSID30559314

2933990090

Characteristics

43.6

2.3

1.2±0.1 g/cm3

1.594

Ethyl Imidazo[1,2-a]pyridine-3-carboxylate Use and Manufacturing

Ethyl imidazo[1, 2-a]pyridine-3-carboxylate(0.90 g, 4.7 mmol) and hydrazine (1.0 mL, 13 mmol, 40%) are combined in EtOH (10 mL). The mixture is stirred under microwave conditions at 100 C. for 2 hrs. The solvent is removed to give the title compound (0.82 g, 93%) which can be used without further purification. LC/MS (m/z): 177 (M+H).General procedure: To a soution of concentrated su'furic acid (1.2 mL, 24.0 rnmo) in absoute ethano (30 mL) was added potassium 2-choro-3-ethoxy-3-oxoprop-1-en-1-oate (8.55 g, 450 mmo) and (1.62 g, 15 mmo) and the mixture was heated under nitrogen at reflux for 18 hours. The mixture was coo'ed to ambent temperature and the resuWng suspension was evaporated to dryness under reduced pressure. Water (50 mL) was added to the residue and basfled w[th 2N NaOH (pH=85). The product was extracted wfth EtOAc (2x30 mL). The organic phase was dned and then evaporated. The resdue was punfled on sWca, euted w[th 0-100% EtOAc in petroeum ether to afford the tWe compound (1.42 g, 46%), (M+H=2O5.

Computed Properties

Molecular Weight:190.20
XLogP3:2.3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:190.074227566
Monoisotopic Mass:190.074227566
Topological Polar Surface Area:43.6
Heavy Atom Count:14
Complexity:220
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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