5-broMo-4-Methoxypyridin-2-aMine Chemical Properties

Boiling point:

276.5±35.0 °C(Predicted)

Density 

1.622±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

5.68±0.24(Predicted)

Appearance

White to yellow Solid

InChI

InChI=1S/C6H7BrN2O/c1-10-5-2-6(8)9-3-4(5)7/h2-3H,1H3,(H2,8,9)

InChIKey

TWXZYWWOMADXFJ-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(Br)C(OC)=C1

Safety Information

HS Code 

2933399990

5-broMo-4-Methoxypyridin-2-aMine Usage And Synthesis

Synthesis

Step 3: Synthesis of 5-bromo-4-methoxy-2-aminopyridine To a solution of 4-methoxy-2-aminopyridine (12.4 g, 100 mmol) in acetonitrile (500 mL) was added N-bromosuccinimide (17.8 g, 100 mmol) in batches, and the reaction was carried out at 0 °C with continuous stirring. After the addition was completed, the reaction mixture was continued to be stirred at room temperature for 1 hour. After completion of the reaction, the solvent was removed by rotary evaporation and the residue was dissolved with dichloromethane. The resulting solution was washed with saturated sodium bicarbonate solution, and the organic phase was dried over anhydrous sodium sulfate and concentrated to afford 5-bromo-4-methoxy-2-aminopyridine (20.3 g, 100% yield), which could be used for subsequent reactions without further purification. Mass spectrum (ESI) m/z: 203.0 [M + H]+.

References

[1] Patent: EP2952510, 2015, A1. Location in patent: Paragraph 0143
[2] Tetrahedron Letters, 2014, vol. 55, # 36, p. 5058 - 5061
[3] Patent: US2015/166505, 2015, A1. Location in patent: Paragraph 0428; 0429; 0450
[4] Patent: CN104513257, 2017, B. Location in patent: Paragraph 0411; 0412; 0413
[5] Patent: WO2012/58125, 2012, A1. Location in patent: Page/Page column 139; 140

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