5-PHENYLPICOLINIC ACID
5-PHENYLPICOLINIC ACID Basic information
- Product Name:
- 5-PHENYLPICOLINIC ACID
- Synonyms:
-
- 5-PHENYLPICOLINIC ACID
- 5-PHENYLPYRIDINE-2-CARBOXYLIC ACID
- 5-(2-Methoxyphenyl)-picolinic acid
- 5-(2-Methylphenyl)-picolinic acid
- 5-(3-Methoxyphenyl)-picolinic acid
- 5-(3-Methylphenyl)-picolinic acid
- 5-(4-Ethylphenyl)-picolinic acid
- 5-(4-Methylphenyl)-picolinic acid
- CAS:
- 75754-04-0
- MF:
- C12H9NO2
- MW:
- 199.21
- Mol File:
- 75754-04-0.mol
5-PHENYLPICOLINIC ACID Chemical Properties
- Melting point:
- 156-157℃
- Boiling point:
- 399℃
- Density
- 1.241
- Flash point:
- 195℃
- storage temp.
- 2-8°C
- form
- solid
- pka
- 0.95±0.50(Predicted)
- color
- White
- CAS DataBase Reference
- 75754-04-0
Safety Information
- Risk Statements
- 22-36/37/38
- Safety Statements
- 22-26-36/37/39
- HS Code
- 2933399990
5-PHENYLPICOLINIC ACID Usage And Synthesis
Synthesis
86574-52-9
75754-04-0
Methyl 5-phenylpyridinecarboxylate (120 mg) was used as a raw material and dissolved in a solvent mixture of tetrahydrofuran (5 mL) and water (5 mL). Lithium hydroxide (100 mg) was added to the solution and the reaction mixture was stirred for 16 hours at room temperature. Upon completion of the reaction, water was added to the reaction solution and extracted with ethyl acetate. The aqueous layer was separated, its pH was adjusted to 6 with hydrochloric acid and extracted again with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give 100 mg of 5-phenylpyridinecarboxylic acid in 89% yield.
References
[1] Patent: JP2017/171619, 2017, A. Location in patent: Paragraph 0103; 0107
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4721 - 4734
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