8-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine Chemical Properties

Density 

2.09

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

3.83±0.30(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C6H5BrN4/c7-4-2-1-3-11-5(4)9-6(8)10-11/h1-3H,(H2,8,10)

InChIKey

SUFKKFLJJMKVJJ-UHFFFAOYSA-N

SMILES

C12=NC(N)=NN1C=CC=C2Br

Safety Information

WGK Germany 

3

8-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine Usage And Synthesis

Uses

8-Bromo-[1,2,4]thiazo[1,5-a]pyridine-2-amine is a pyridine derivative that can be used as a pharmaceutical synthesis intermediate for pharmaceutical synthesis and experimental research.

Synthesis

The general procedure for the synthesis of 2-amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine from compound (CAS:1124383-00-1) is as follows: 1. Dissolution step: Methanol (MeOH, 300 mL), hydroxylamine hydrochloride (62.83 g, 904 mmol) and diisopropylethylamine (DIPEA, 694 mL, 543 mmol) were added to a solution of Intermediate 50 (55 g, 181 mmol) in ethanol (EtOH, 300 mL). 2. Reaction step: the reaction mixture was stirred at room temperature (r.t.) for 6 hours. 3. Post-treatment step: the reaction mixture was concentrated in vacuum and the residue was suspended in diisopropyl ether (DIPE). 4. Separation step: the precipitate was collected by filtration. 5. 5. Yield: 51 37 g of intermediate were obtained in 96% yield.

References

[1] Patent: WO2013/10904, 2013, A1. Location in patent: Page/Page column 76
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 17, p. 4794 - 4800
[3] Patent: KR2015/77599, 2015, A. Location in patent: Paragraph 0096; 0099-0101
[4] Patent: KR101601354, 2016, B1. Location in patent: Paragraph 0110 - 0112
[5] Patent: US2011/190269, 2011, A1. Location in patent: Page/Page column 66

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