5-BROMO-2-(2-METHYL-2H-TETRAZOL-5-YL)-PYRIDINE Chemical Properties

Boiling point:

375.2±52.0 °C(Predicted)

Density 

1.85±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

soluble in Dichloromethane

form 

Solid

pka

0.94±0.10(Predicted)

color 

White

InChI

InChI=1S/C7H6BrN5/c1-13-11-7(10-12-13)6-3-2-5(8)4-9-6/h2-4H,1H3

InChIKey

JANKGNBDRWYWSN-UHFFFAOYSA-N

SMILES

C1(C2=NN(C)N=N2)=NC=C(Br)C=C1

Safety Information

HazardClass 

IRRITANT

5-BROMO-2-(2-METHYL-2H-TETRAZOL-5-YL)-PYRIDINE Usage And Synthesis

Uses

5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine-d3 is an intermediate in synthesizing Tedizolid-d3 (T013752), a labelled form of Tedizolid, known as TR-700, which is an oral and i.v administered intracellular antibacterial drug.

Synthesis

1. 5-Bromo-2-(2H-tetrazol-5-yl)pyridine (226 g), formaldehyde (90 g) and 10% palladium-carbon catalyst (20 g) were added to a reactor in 1.5 L of methanol. 2. The reaction was stirred at room temperature under hydrogen atmosphere (0.2 MPa) for 3 h. 3. Upon completion of the reaction, the organic phase was removed by evaporation. 4. The residue was recrystallized using acetonitrile to afford the target product 2-methyl-5-(5-bromo-2-pyridinyl)tetrazole (217 g) in 90.4% yield.

References

[1] Patent: CN106632240, 2017, A. Location in patent: Paragraph 0018-0019

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