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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 697338
Product name: 2-Chloro-5-fluoropyridine-3-carboxylic acid
Purity: technical grade
Packaging: 1g
Price: $78
Updated: 2023/06/20

Matrix Scientific

Product number: 026180
Product name: 2-Chloro-5-fluoronicotinic acid
Purity: 95+%
Packaging: 1g
Price: $10
Updated: 2021/12/16

AK Scientific

Product number: J56304
Product name: 2-Chloro-5-fluoronicotinicacid
Packaging: 1g
Price: $10
Updated: 2021/12/16

Apolloscientific

Product number: PC9179
Product name: 2-Chloro-5-fluoronicotinicacid
Purity: 96%
Packaging: 5g
Price: $15
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H21-7-X5
Product name: 2-Chloro-5-fluoronicotinic acid
Purity: 98%
Packaging: 5G
Price: $16
Updated: 2021/12/16

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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

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View Lastest Price from 2-Chloro-5-fluoronicotinic acid manufacturers

Shaanxi Dideu New Materials Co. Ltd

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

Henan Aochuang Chemical Co.,Ltd.

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

Henan Fengda Chemical Co., Ltd

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

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38186-88-8

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