ChemicalBook > CAS DataBase List > 4-Chloropyridine-2-carboxylic acid ethyl ester

4-Chloropyridine-2-carboxylic acid ethyl ester

Product Name
4-Chloropyridine-2-carboxylic acid ethyl ester
CAS No.
64064-56-8
Chemical Name
4-Chloropyridine-2-carboxylic acid ethyl ester
Synonyms
Ethyl 4-chloropicolinate;Ethyl 4-chloro-2-pyridinecarboxylate;4-chloro-2-pyridinecarboxylic acid ethyl ester;2-Pyridinecarboxylic acid, 4-chloro-, ethyl ester;4-Chloropyridine-2-carboxylic acid ethyl ester ISO 9001:2015 REACH
CBNumber
CB2967471
Molecular Formula
C8H8ClNO2
Formula Weight
185.61
MOL File
64064-56-8.mol
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4-Chloropyridine-2-carboxylic acid ethyl ester Property

Boiling point:
278.6±20.0 °C(Predicted)
Density 
1.245±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-0.11±0.10(Predicted)
Appearance
Colorless to light yellow Liquid
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
E903465
Product name
Ethyl4-Chloropicolinate
Packaging
2.5g
Price
$160
Updated
2021/12/16
AK Scientific
Product number
B379
Product name
4-Chloropyridine-2-carboxylicacidethylester
Packaging
5g
Price
$190
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-5-2H
Product name
Ethyl 4-chloropicolinate
Packaging
1g
Price
$269
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0029894
Product name
ETHYL 4-CHLOROPICOLINATE
Purity
95.00%
Packaging
1G
Price
$284.55
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0029894
Product name
ETHYL 4-CHLOROPICOLINATE
Purity
95.00%
Packaging
5G
Price
$981.75
Updated
2021/12/16
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4-Chloropyridine-2-carboxylic acid ethyl ester Chemical Properties,Usage,Production

Uses

Ethyl 4-Chloropicolinate is a reactant in the synthesis of 1,5-naphthyridine aminothiazole and pyrazole derivatives as potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5.

Synthesis

5470-22-4

64-17-5

64064-56-8

Step-1: Synthesis of ethyl 4-chloropyridine carboxylate: 4-chloropyridine-2-carboxylic acid (20 g, 127 mmol) was mixed with thionyl chloride (200 mL), heated to 100°C and maintained for 6 hours. Upon completion of the reaction, it was cooled to room temperature and the excess thionyl chloride was removed by distillation under reduced pressure. Subsequently, ethanol (200 mL) was slowly added dropwise to the above residue at 0 °C and the resulting mixture was stirred at room temperature for 20 hours. At the end of the reaction, the solvent was removed by evaporation under reduced pressure and the residue was dissolved in ethyl acetate (1000 mL). The organic phase was washed sequentially with water (2 x 500 mL), saturated sodium bicarbonate solution (2 x 500 mL) and brine (500 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 21.0 g (89% yield) of the target product ethyl 4-chloropyridinecarboxylate as a semi-solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.66 (d, J = 5.0 Hz, 1H), 8.13 (d, J = 2.0 Hz, 1H), 7.49 (dd, J = 5.0 and 2.0 Hz, 1H), 4.47 (q, J = 7.0 Hz, 2H), 1.46 (t, J = 7.0 Hz, 3H); GC -MS (m/z): 185,187 [M+, Cl35,37].

References

[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 10, p. 2669 - 2672
[2] Patent: WO2013/164769, 2013, A1. Location in patent: Page/Page column 48
[3] Patent: EP2119706, 2009, A1. Location in patent: Page/Page column 41

4-Chloropyridine-2-carboxylic acid ethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Chloropyridine-2-carboxylic acid ethyl ester manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
4-Chloropyridine-2-carboxylic acid ethyl ester 64064-56-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-03-11
Dideu Industries Group Limited
Product
4-Chloropyridine-2-carboxylic acid ethyl ester 64064-56-8
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-09-06
Career Henan Chemical Co
Product
4-Chloropyridine-2-carboxylic acid ethyl ester 64064-56-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-08