6-(4-Fluorophenyl)-nicotinic acid
- Product Name
- 6-(4-Fluorophenyl)-nicotinic acid
- CAS No.
- 223127-24-0
- Chemical Name
- 6-(4-Fluorophenyl)-nicotinic acid
- Synonyms
- 6-(4-fluorophenyl)-3-Pyridinecarboxylic acid;3-Pyridinecarboxylic acid, 6-(4-fluorophenyl)-
- CBNumber
- CB21455661
- Molecular Formula
- C12H8FNO2
- Formula Weight
- 217.2
- MOL File
- 223127-24-0.mol
6-(4-Fluorophenyl)-nicotinic acid Property
- Boiling point:
- 384.5±32.0 °C(Predicted)
- Density
- 1.318±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 2.14±0.10(Predicted)
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- HCH0069751
- Product name
- 6-(4-FLUOROPHENYL)PYRIDINE-3-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 1MG
- Price
- $168
- Updated
- 2021/12/16
- Product number
- 1284AB
- Product name
- 6-(4-Fluorophenyl)nicotinicacid
- Packaging
- 1g
- Price
- $320
- Updated
- 2021/12/16
- Product number
- 082443
- Product name
- 6-(4-Fluorophenyl)nicotinic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $488
- Updated
- 2021/12/16
- Product number
- PC510071
- Product name
- 6-(4-Fluorophenyl)nicotinicacid
- Packaging
- 5g
- Price
- $1050
- Updated
- 2021/12/16
- Product number
- 4H58-3-7M
- Product name
- 6-(4-Fluorophenyl)nicotinic acid
- Packaging
- 5G
- Price
- $1680
- Updated
- 2021/12/16
6-(4-Fluorophenyl)-nicotinic acid Chemical Properties,Usage,Production
Uses
6-(4-Fluorophenyl)nicotinic acid is used as a reactant in the design and synthesis of substituted quinolines as novel and selective melanin-containing hormone receptor antagonists as anti-obesity agents.
Synthesis
149500-84-5
223127-24-0
General procedure for the synthesis of 6-(4-fluorophenyl)nicotinic acid from methyl 6-(4-fluorophenyl)nicotinate: first, methyl 6-bromopyridine-3-carboxylate (1.03 g, 4.78 mmol), 4-fluorophenylboronic acid (1.88 g, 13.41 mmol), and cesium fluoride (2.55 g, 16.78 mmol) were stirred together in a mixture of N,N-dimethylformamide (DMF , 25 mL) and deionized water (4 mL) in a solvent mixture was stirred and mixed. The reaction mixture was placed in an oil bath at 80 °C and reacted in air. After heating for 5 min, palladium acetate (Pd(OAc)2, 150 mg, 0.67 mmol) was added all at once. After 17 hours of reaction, the solution was cooled to room temperature, diluted with ethyl acetate and filtered through a short column of diatomaceous earth. The organic phase was washed with deionized water, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated. Purification by fast column chromatography afforded methyl 6-(4-fluorophenyl)pyridine-3-carboxylate as a yellow solid. Subsequently, the purified ester was dissolved in tetrahydrofuran (THF, 0.25 M) and an equal volume of 1 M sodium hydroxide (NaOH) solution was added. The reaction was stirred vigorously for 15 h at room temperature. After completion of the reaction, it was acidified with concentrated hydrochloric acid (HCl) to pH < 2. The precipitated white precipitate was collected by filtration. After vacuum drying, 385 mg of 6-(4-fluorophenyl)nicotinic acid was obtained in 37% yield. Mass spectrum (electrospray ionization, ES): m/z 218.1 ([M+H]+).
References
[1] Patent: WO2004/94363, 2004, A1. Location in patent: Page 21
[2] Patent: WO2004/94382, 2004, A1. Location in patent: Page 21
[3] Patent: US6528525, 2003, B1
[4] Patent: WO2005/9941, 2005, A1. Location in patent: Page 21-22
6-(4-Fluorophenyl)-nicotinic acid Preparation Products And Raw materials
Raw materials
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