| Identification | More | [Name]
5-Fluoro-2-hydroxypyridine | [CAS]
51173-05-8 | [Synonyms]
2-HYDROXY-5-FLUOROPYRIDINE
5-FLUORO-2-HYDROXYPYRIDINE
3-Fluoro-6-hydroxypyridine
5-Fluoropyridin-2-ol | [Molecular Formula]
C5H4FNO | [MDL Number]
MFCD03092918 | [Molecular Weight]
113.09 | [MOL File]
51173-05-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
150-155°C | [Boiling point ]
251.7±40.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Crystalline Powder | [pka]
10.09±0.10(Predicted) | [color ]
White to off-white | [InChIKey]
KLULSYPVWLJZAO-UHFFFAOYSA-N | [CAS DataBase Reference]
51173-05-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
5-Fluoro-2-hydroxypyridine is a halogenated compound used in the synthesis of 5-Fluoro-2-hydroxy-3-nitropyridine and 5-halogenated pyrimidine compounds. | [Synthesis]
5-Fluoro-2-hydroxypyridine is synthesised using 5-fluoro-2-methoxypyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
A total of 4.6 L of toluene solution containing 3-80 was placed in several sealed tubes and treated with 900 ml of 35percent HCl at 145° C. for 2 hr. LC/MS showed no starting material, only 4. The toluene solution was decanted and discarded. The aqueous phase was washed with EtOAc and concentrated down to remove volatiles to afford a brown solid containing the desired fluoro-hydroxypyridine 4-80. [1488] A total of 244 g of this solid was collected and taken to next step as is (it was not completely dry). [1489] Note: We have subsequently run this by decanting the toluene layer first prior to heating to reduce volumes. Same reaction was carried out using HBr (48percent in H2O) at 100° C. for 6 h with similar result to the literature procedure 49percent yield. [1490] Ref: J. Heterocyclic Chem., 10, 779, 1973 (for above Reactions, Including Analytical Data).
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