2-Chloro-5-fluoronicotinic acid
Application- Product Name
- 2-Chloro-5-fluoronicotinic acid
- CAS No.
- 38186-88-8
- Chemical Name
- 2-Chloro-5-fluoronicotinic acid
- Synonyms
- 2-chloro-5-fluoronicotinic;2-Chloro-5-FluoronicotinicAci;2-CHLORO-5-FLUORONICOTINIC ACID;2-chloro -5-fluorinenicotinic acid;2--5-fluorinechlorinenicotinic acid;2-Chloro-5-fluoronicotinic acid 98%;2-Chloro-5-fluoronicotinic acid ,98%;2-Chloro-5-fluoropyridin-3-carboxylic acid;2-CHLORO-5-FLUOROPYRIDINE-3-CARBOXYLIC ACID;3-Pyridinecarboxylic acid, 2-chloro-5-fluoro-
- CBNumber
- CB6485557
- Molecular Formula
- C6H3ClFNO2
- Formula Weight
- 175.54
- MOL File
- 38186-88-8.mol
2-Chloro-5-fluoronicotinic acid Property
- Melting point:
- 141-142°C
- Boiling point:
- 297.0±35.0 °C(Predicted)
- Density
- 1.576±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 1.67±0.25(Predicted)
- form
- powder
- color
- Off-white
- InChI
- InChI=1S/C6H3ClFNO2/c7-5-4(6(10)11)1-3(8)2-9-5/h1-2H,(H,10,11)
- InChIKey
- WMADTZFXZAITIR-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(F)C=C1C(O)=O
- CAS DataBase Reference
- 38186-88-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 7/9-24/25-26-36/37-38-51
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 697338
- Product name
- 2-Chloro-5-fluoropyridine-3-carboxylic acid
- Purity
- technical grade
- Packaging
- 1g
- Price
- $78
- Updated
- 2023/06/20
- Product number
- HCH0019298
- Product name
- 2-CHLORO-5-FLUORONICOTINIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $130.2
- Updated
- 2021/12/16
- Product number
- 4H21-7-X5
- Product name
- 2-Chloro-5-fluoronicotinic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $53
- Updated
- 2021/12/16
- Product number
- 026180
- Product name
- 2-Chloro-5-fluoronicotinic acid
- Purity
- 95+%
- Packaging
- 25g
- Price
- $59
- Updated
- 2021/12/16
- Product number
- J56304
- Product name
- 2-Chloro-5-fluoronicotinicacid
- Packaging
- 25g
- Price
- $60
- Updated
- 2021/12/16
2-Chloro-5-fluoronicotinic acid Chemical Properties,Usage,Production
Application
2-Chloro-5-fluoronicotinic acid possesses unique chemical properties and pharmaceutical activity, making it an intermediate in many pharmaceuticals and pesticides with a very broad application prospect. It can also be used as a pharmaceutical and pharmaceutical intermediate, a hair dyeing auxiliary agent, a polymer stabilizer, an antioxidant in photosensitive materials, and an anti-fogging agent, among other applications. 2-Chloro-5-fluoronicotinic acid is also an intermediate in many high-value-added drugs, including diabetes medications, antidepressants, antitumor drugs, local anesthetics, and antihypertensive drugs, and it has applications in the fields of antihypertensive, antitumor, and anticoccosis treatments.
Synthesis Reference(s)
The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571
Synthesis
82671-06-5
38186-88-8
The general procedure for the synthesis of 2-chloro-5-fluoronicotinic acid from 2,6-dichloro-5-fluoropyridine-3-carboxylic acid is as follows: 1. Synthesis of the intermediate 5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine: - Reagents and conditions: i. Pd(OAc)2, PPh3, Et3N, HCOOH. ii. 1) (COCl)2, CH2Cl2, catalytic amount of DMF; 2) NH3(g), Dioxane; iii. iii. TFAA, Et3N, CH2Cl2, 0 °C. H2NNH2-H2O, n-butanol, reflux. iv. 2. Synthesis of 2-chloro-5-fluoronicotinic acid (6): - Degassed DMF (270 μL), Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol), PPh3 (0.1 eq, 6.2 g, 23.8 mmol), and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) were added to a round-bottomed flask under N2 atmosphere. - The mixture was stirred for 20 min and then HCOOH (3 eq, 28 mL, 714.3 mmol) was added. - After 5 min, 2,6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) was added. - The mixture was stirred at 50 °C and the progress of the reaction was monitored by 1H NMR analysis. - When all ingredients were consumed (~24 h), the mixture was cooled to 0 °C and water (500 mL) was added. - After 20 minutes, the mixture was filtered through a diatomaceous earth pad and rinsed with water. - The mixture was alkalized to pH 9 with 30% NaOH aqueous solution and then washed with EtOAc (2x). - 12N HCl was added slowly to pH 1 and treated with a saturated solution of NaCl. - The mixture was extracted with EtOAc (3x), the organic phases were combined, washed with brine, dried (Na2SO4), and concentrated under reduced pressure to give 37 g (88% yield) of a beige solid, which could be used in the next step without further purification. - 1H NMR (DMSO-d6, 300MHz): δ 8.16 (dd, 1H); 8.58 (d, 1H).
References
[1] Patent: WO2008/77086, 2008, A1. Location in patent: Page/Page column 56-57
[2] Patent: WO2009/18415, 2009, A1. Location in patent: Page/Page column title page; 35
[3] Patent: WO2008/112642, 2008, A1. Location in patent: Page/Page column 50; 50-51
[4] Patent: WO2008/112646, 2008, A1. Location in patent: Page/Page column 49-50
[5] Patent: WO2009/145814, 2009, A2. Location in patent: Page/Page column 49
2-Chloro-5-fluoronicotinic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Chloro-5-fluoronicotinic acid manufacturers
- Product
- 2-Chloro-5-fluoronicotinic acid 38186-88-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-06-24
- Product
- 2-Chloro-5-fluoronicotinic acid 38186-88-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-27
- Product
- 2-Chloro-5-fluoronicotinic acid 38186-88-8
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08