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| | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE Basic information |
| Product Name: | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE | | Synonyms: | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE;6-Bromo[1,2,4]triazolo[1,5-a]pyridine 96%;6-Bromo[1,2,4]triazolo[1,5-α]pyridine;6-BroMo[1,2,4]triazolo[1,...;[1,2,4]Triazolo[1,5-a]pyridine,6-broMo-;6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE ISO 9001：2015 REACH;356560-80-0;6-Bromo-[1,2,4]triazolo[1,5-a]pyridine | | CAS: | 356560-80-0 | | MF: | C6H4BrN3 | | MW: | 198.02 | | EINECS: | | | Product Categories: | Heterocycle-Pyridine series;Heterocyclic Compounds;Bases & Related Reagents;Heterocycles;Nucleotides;blocks;Bromides;Pyridines | | Mol File: | 356560-80-0.mol | ![6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE Structure](CAS/GIF/356560-80-0.gif) |
| | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE Chemical Properties |
| Melting point | 100-102 | | density | 1.89±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 1.46±0.30(Predicted) | | form | Solid | | Appearance | White to off-white Solid | | InChI | InChI=1S/C6H4BrN3/c7-5-1-2-6-8-4-9-10(6)3-5/h1-4H | | InChIKey | CXRXKDSDRWLKTK-UHFFFAOYSA-N | | SMILES | C12=NC=NN1C=C(Br)C=C2 |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-24/25 | | WGK Germany | 3 | | Hazard Note | Harmful/Irritant/Keep Cold | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE Usage And Synthesis |
| Chemical Properties | Off-white powder | | Uses | A selective inhibitor of ALK5 kinase | | Synthesis | General procedure: N'-(5-bromo-2-pyridinyl)-N,N-dimethylformamidine (4 g, 17.54 mmol, 1.00 eq.) was dissolved in methanol (40 mL) under nitrogen protection and cooled to 0 °C. Subsequently, pyridine (4 mL, 2.00 eq.) and aminoxysulfonic acid (3.6 g, 31.83 mmol, 1.30 eq.) were added sequentially. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with ethyl acetate (150 mL) and washed sequentially with saturated aqueous sodium carbonate solution (50 mL x 1) and water (50 mL x 2). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent of ethyl acetate/hexane (1:1) to afford 6-bromo-[1,2,4]triazolo[1,5-A]pyridine 2.5 g (72% yield) as a solid. LC/MS (Method D, ESI): retention time = 1.1 min, m/z = 198.0 [M+H]+. | | References | [1] Patent: WO2013/127266, 2013, A1. Location in patent: Page/Page column 141
[2] Patent: WO2013/127267, 2013, A1. Location in patent: Page/Page column 92
[3] Patent: WO2013/127268, 2013, A1. Location in patent: Page/Page column 67
[4] Patent: WO2013/130935, 2013, A1. Location in patent: Paragraph 0206
[5] Patent: WO2013/130943, 2013, A1. Location in patent: Paragraph 0214 |
| | 6-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE Preparation Products And Raw materials |
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