- 2-Bromo-5-fluoropyridine
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- $6.00 / 1KG
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2025-09-25
- CAS:41404-58-4
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 2-Bromo-5-fluoropyridine
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- $1.10 / 1g
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2025-06-25
- CAS:41404-58-4
- Min. Order: 1g
- Purity: 99.0% min
- Supply Ability: 100 tons min
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| | 2-Bromo-5-fluoropyridine Basic information |
| | 2-Bromo-5-fluoropyridine Chemical Properties |
| Melting point | 30-31 °C (lit.) | | Boiling point | 80-83 °C/44 mmHg (lit.) | | density | 1.707±0.06 g/cm3(Predicted) | | refractive index | 1.5396 | | Fp | 167 °F | | storage temp. | Inert atmosphere,Room Temperature | | pka | -1.63±0.10(Predicted) | | form | Liquid | | color | Colorless to slightly yellow | | BRN | 1561456 | | InChI | InChI=1S/C5H3BrFN/c6-5-2-1-4(7)3-8-5/h1-3H | | InChIKey | UODINHBLNPPDPD-UHFFFAOYSA-N | | SMILES | C1(Br)=NC=C(F)C=C1 | | CAS DataBase Reference | 41404-58-4(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn,F | | Risk Statements | 36/37/38-20/21/22-10 | | Safety Statements | 26-36-16 | | RIDADR | 2811 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Bromo-5-fluoropyridine Usage And Synthesis |
| Chemical Properties | Light yellow Cryst | | Uses | 2-Bromo-5-fluoropyridine is used in the synthesis of mGluR5 antagonist for the treatment of neuropathic pain. | | Uses | 2-Bromo-5-fluoropyridine can be used in the synthesis of the following:
- 5-fluoro-2-phenylpyridine via Suzuki coupling reaction with phenylboronic acid
- 5-fluoro-2-(p-tolyl)pyridine via Suzuki coupling reaction with p-tolylboronic acid
It can undergo palladium-catalyzed homo-coupling reaction to give the corresponding biaryl. It can also be employed in a palladium-catayzed α-arylation of esters leading to 4-pyridylcarboxypiperidines. | | Synthesis | Example C Synthesis of 2-bromo-5-fluoropyridine: 2-Amino-5-fluoropyridine (6.5 g, 58 mmol) was added in batches to 48% hydrobromic acid (28.8 mL, 296 mmol) cooled to 0-5 °C. A solution formed from bromine (8.9 mL, 174 mmol) and sodium nitrite (10 g, 145 mmol) dissolved in 20 mL of water was added slowly and dropwise at 0-5 °C (note: nitrogen release). The reaction mixture was stirred for 1 hour and then quenched with concentrated hydrochloric acid. A 32% sodium hydroxide solution (50.5 mL, 0.55 mol) was then added. The reaction mixture was continued to be stirred for 20 minutes at room temperature and then extracted three times with ether. The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure at 30 °C and 500 mbar (note: the product is volatile). The crude product was purified by rapid chromatography on silica gel with an elution gradient of dichloromethane/pentane (0:100 → 50:50). The final product was 2-bromo-5-fluoropyridine (6.7 g, 66% yield) in light yellow solid form. | | References | [1] Patent: US2007/78155, 2007, A1. Location in patent: Page/Page column 29
[2] Patent: WO2016/44323, 2016, A1. Location in patent: Paragraph 0268
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 19, p. 5349 - 5352 |
| | 2-Bromo-5-fluoropyridine Preparation Products And Raw materials |
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