2-CHLORO-4-PYRIDINECARBOXYLIC ACID1,1-D

2-CHLORO-4-PYRIDINECARBOXYLIC ACID1,1-D - Names and Identifiers

Name	2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester
Synonyms	2-Chloropyridine-4-carbox... tert-butyl 2-chloroisonicotinate 2-CHLORO-4-PYRIDINECARBOXYLIC ACID1,1-D 2-CHLOROISONICOTINIC ACID T-BUTYL ESTER tert-Butyl 2-chloropyridine-4-carboxylate tert-butyl 2-chloropyridine-4-carboxylate 2-CHLOROISONICOTINIC ACID TERT-BUTYL ESTER 2-Chloropyridine-4-carboxylicacidtert-butylester 2-Chloro-4-pyridinecaroboxylic acid methyl ester 2-Chloropyridine-4-Carboxylic Acid Tert-Butyl Ester 2-CHLOROPYRIDINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER 2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester 2-CHLORO-4-PYRIDINECARBOXYLIC ACID 1,1-DIMETHYLETHYL ESTER
CAS	295349-62-1
InChI	InChI=1/C10H12ClNO2/c1-10(2,3)14-9(13)7-4-5-12-8(11)6-7/h4-6H,1-3H3

2-CHLORO-4-PYRIDINECARBOXYLIC ACID1,1-D - Physico-chemical Properties

Molecular Formula	C10H12ClNO2
Molar Mass	213.66
Density	1.173±0.06 g/cm3(Predicted)
Boling Point	287.4±20.0 °C(Predicted)
Flash Point	127.6°C
Vapor Presure	0.00248mmHg at 25°C
pKa	-1.27±0.10(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.514

2-CHLORO-4-PYRIDINECARBOXYLIC ACID1,1-D - Reference Information

use

tert-butyl 2-chloroisonicotinate is a useful research chemical for organic synthesis and other chemical processes.

Preparation

2-chloro-isonicotinic acid tert-butyl ester takes 2-chloro-isonicotinic acid as the starting material, and undergoes oxalyl chloride reaction to prepare 2-chloro-isonicotinyl chloride, and then undergoes substitution reaction with potassium tert-butoxide to prepare the target compound 2-chloro-isonicotinic acid tert-butyl ester. The synthesis reaction formula is shown in the following figure: experimental operation: synthesis of 2-chloro-isonicotinoyl chloride 2-chloro-isonicotinic acid and DMF are added to dry dichloromethane, cooled to 0 ℃, protected by nitrogen, added oxalyl chloride dropwise, and finished dropwise for 30 min. After dropping, stir and react at 0~5 ℃ for 1 h, then heat to 30 ℃ and reflux for 2 h. The solvent and oxalyl chloride are evaporated under reduced pressure, and dried to constant weight with toluene to obtain brown solid 2-chlorisonicotinoyl chloride, which is directly used in the next reaction. Synthesis of tert-butyl 2-chloroisonicotinic acid The obtained 2-chloroisonicotinoyl chloride is added to anhydrous tetrahydrofuran, the temperature is cooled to 0 ℃, potassium tert-butoxide is slowly added, the temperature is controlled to 0~10 ℃, and 1 dilution is added. After adding, stir and react at normal temperature for 2 h. After the solvent is evaporated under reduced pressure, ethyl acetate is added for dilution, and dilute hydrochloric acid is added dropwise to adjust to about pH 7. The liquid is separated, the organic layer is washed with water and saturated sodium chloride solution in turn, and the brown liquid 2-chloro-isonicotinic acid tert-butyl ester is concentrated under reduced pressure.

Last Update：2024-04-09 21:01:54