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Home > Encyclopedia > B-(2-Amino-4-pyridinyl)boronic acid

B-(2-Amino-4-pyridinyl)boronic acid

B-(2-Amino-4-pyridinyl)boronic acid structure

B-(2-Amino-4-pyridinyl)boronic acid 

structure
  • CAS No:

    903513-62-2

  • Formula:

    C5H7BN2O2

  • Chemical Name:

    B-(2-Amino-4-pyridinyl)boronic acid

  • Synonyms:

    Boronic acid,B-(2-amino-4-pyridinyl)-;Boronic acid,(2-amino-4-pyridinyl)-;B-(2-Amino-4-pyridinyl)boronic acid;(2-Amino-4-pyridyl)boronic acid;(2-Aminopyridin-4-yl)boronic acid;2-Aminopyridine-4-boronic acid

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

B-(2-Amino-4-pyridinyl)boronic acid Basic Attributes

137.93

137.93

1533716-785-6

DTXSID70634891

Characteristics

79.4

-1.07520

1.3±0.1 g/cm3

202.8±31.5 °C

1.586

B-(2-Amino-4-pyridinyl)boronic acid Use and Manufacturing

Intermediate 24 (1-24) 2-Amino-pyridine-4-boronic acid (1-24) 2-Amino-4-chloropyridine (3g, 23.34 mmol) was added to a mixture of bis(pinacolato)diboron (17.78 g, 70.01 mmol), 2-dicyclohexylphosphino-2', 6'- dimethoxybiphenyl (0.38 g, 0.93 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.21 g, 0.23 mmol) and potassium acetate (3.89 g, 39.67 mmol) in 1, 4-dioxane (78 mL) under nitrogen atmosphere. The resulting mixture was stirred at 100 °C for 3 h. The hot reaction mixture was filtered through diatomaceous earth and washed with EtOAc. The organic layer was evaporated in vacuo. The residue was precipitated with DIPE to yield intermediate compound 1-24 as a white solid (5.84 g, quant.) that was used in the next reaction step without further purification.

Computed Properties

Molecular Weight:137.93
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:138.0600576
Monoisotopic Mass:138.0600576
Topological Polar Surface Area:79.4
Heavy Atom Count:10
Complexity:112
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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