2-chloro -5-fluorinenicotinic acid

2-chloro -5-fluorinenicotinic acid - Names and Identifiers

Name	2-Chloro-5-fluoronicotinic acid
Synonyms	1,1,1-Trifluorobutan-2-one 2-chloro-5-fluoronicotinic 2-Butanone, 1,1,1-trifluoro- 2-CHLORO-5-FLUORONICOTINIC ACID 2-Chloro-5-fluoronicotinic acid 2-chloro -5-fluorinenicotinic acid 2--5-fluorinechlorinenicotinic acid 2-CHLORO-5-FLUOROPYRIDINE-3-CARBOXYLIC ACID 3-Pyridinecarboxylic acid, 2-chloro-5-fluoro- 2-Chloro-5-fluoropyridine-3-carboxylic acid technical grade 2-Chloro-5-fluoropyridine-3-carboxylic acid, 3-Carboxy-2-chloro-5-fluoropyridine
CAS	38186-88-8
InChI	InChI=1/C4H5F3O/c1-2-3(8)4(5,6)7/h2H2,1H3
InChIKey	WMADTZFXZAITIR-UHFFFAOYSA-N

2-chloro -5-fluorinenicotinic acid - Physico-chemical Properties

Molecular Formula	C6H3ClFNO2
Molar Mass	175.54
Density	1.576±0.06 g/cm3(Predicted)
Melting Point	141-142°C
Boling Point	297.0±35.0 °C(Predicted)
Vapor Presure	349mmHg at 25°C
Appearance	Crystallization
pKa	1.67±0.25(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.313
MDL	MFCD03092932

2-chloro -5-fluorinenicotinic acid - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S7/9 - S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S51 - Use only in well ventilated areas.
WGK Germany	3
Hazard Class	IRRITANT

2-chloro -5-fluorinenicotinic acid - Reference Information

application

2-chloro -5-fluoronicotinic acid has special chemical properties and medicinal activity. it is an intermediate of many medicines and pesticides and has a very broad application prospect. It can also be used as pharmaceutical and pharmaceutical intermediates, hair coloring aids, polymer stabilizers, antioxidants and anti-fog agents for photosensitive materials, etc. 2-chloro-5-fluorocinicotinic acid is also an intermediate of many high value-added drugs such as diabetes drugs, antidepressants, anti-tumor drugs, local anesthesia drugs, antihypertensive drugs, etc., and it is used in lowering blood pressure, anti-swelling, and anti-coccidiosis. And other medical fields have applications.

preparation

the synthesis steps of 2-chlorine -5-fluoronicotinic acid are as follows: degassing DMF(270 mL), Pd(OAc)2(0.05 eq,2.7g,11.9 mmol), PPh3(0.1 eq,6.2g), 23.8 mmol) and degassing Et3N(6 eq,200 mL,1428.6 mmol). Stir the mixture for 20 minutes, then add HCOOH(3 eq,28 mL,714.3 mmol), after 5 minutes add 2, 6-dichloro-5-fluoronicotinic acid (50g,238.1 mmol) and stir the mixture at 50°C. After the reaction, a processed aliquot sample was analyzed (1H NMR). When all starting materials are consumed (24 hours), cool the mixture to 0°C and add water (500 mL). After 20 minutes, the mixture is filtered through a piece of Celite pad rinsed with water. The mixture was alkalized to pH 9 with 30% aqueous sodium hydroxide and washed with EtOAc(2x). Hydrochloric acid (12 N) was slowly added to pH 1 and the solution was saturated with sodium chloride. The mixture was extracted with EtOAc(3x). The combined organic extract was washed with salt water, dried (Na2SO4) and concentrated under reduced pressure to obtain 37g(88%) of beige solid for the next step without further purification. 1H nuclear magnetic resonance (DMSO-d 6,300 MHz):δ8.16(dd,1H);8.58(d,1H).

Last Update：2024-04-10 22:29:15