2-Chloro-5-fluoronicotinic acid
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2-Chloro-5-fluoronicotinic acid
structure -
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CAS No:
38186-88-8
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Formula:
C6H3ClFNO2
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Chemical Name:
2-Chloro-5-fluoronicotinic acid
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Synonyms:
3-Pyridinecarboxylic acid,2-chloro-5-fluoro-;2-Chloro-5-fluoro-3-pyridinecarboxylic acid;2-Chloro-5-fluoronicotinic acid;2-Chloro-5-fluoropyridine-3-carboxylic acid
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CAS No:
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
7/9-24/25-26-36/37-38-51
Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
2-Chloro-5-fluoronicotinic acid Use and Manufacturing
To a round-bottomed flask under a NTo a round-bottomed flask under a NTo a round-bottomed flask under a NIntermediate[00144] The overall synthetic scheme for the synthesis of5-fluoro-lH-pyrazolo [3, 4-b] pyridin-3-amine 5 is depicted below.1 6 3Reagents and conditions: i. Pd (OAc) Intermediate 4; 2 [00185] The overall synthetic scheme for the synthesis of 5-fluoro-lH-pyrazolo[3, 4- b]pyridin-3-amine 5 is depicted below. 1 6 3 Reagents and conditions: i. Pd(OAc)A mixture of PhInto a 50 mL round bottomed flask, 2, 6-dichloro-5-fluoronicotinic acid (1 g), acetic acid (5 mL) and water (0.5 mL) were charged, and under cooling with ice, zinc powder (200 mg) was added, followed by stirring at room temperature for 3 hours. Then, zinc powder (200 mg) was added, followed by stirring for one hour, and then zinc powder (400 mg) was further added, followed by stirring for 3 hours. Further, zinc powder (200 mg) was added, followed by stirring for one hour and then by filtration with celite and washing with ethyl acetate and ethanol. The solvent was distilled off under reduced pressure, and ethyl acetate (20 mL) and a saturated sodium bicarbonate aqueous solution (10 mL) were added for liquid separation. The aqueous layer was extracted three times with ethyl acetate (20 mL). The extract was dried over magnesium sulfate and then concentrated under reduced pressure to obtain a reddish brown oil (400 mg). As a result of the HPLC analysis, the formed reddish brown oil was found to be a mixture comprising 71percent of the title compound, 27percent of the starting material and 2percent of 5-fluoronicotinic acid. Yield: 48percent. Into a 200 mL round bottomed flask, 2, 6-dichloro-5-fluoronicotinic acid (1 g), methanol (10 mL), triethylamine (0.96 g) and 5percent Pd/calcium carbonate (one poisoned by lead) (107 mg) were charged under cooling with ice and stirred at room temperature for one hour in a hydrogen atmosphere.
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