Methyl 4-chloropicolinate
- Product Name
- Methyl 4-chloropicolinate
- CAS No.
- 24484-93-3
- Chemical Name
- Methyl 4-chloropicolinate
- Synonyms
- 4-CHLORO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 4-CHLOROPYRIDINE-2-CARBOXYLATE;4-chloropicolinate;EOS-62380;IFLAB-BB F2108-0101;Sorafenib Impurity 01;oro-2-pyridinecarboxyL;Methyl 4-chloropicolite;METHYL 4-CHLOROPICOLINATE;4-chloropyridine-2-formate
- CBNumber
- CB2224066
- Molecular Formula
- C7H6ClNO2
- Formula Weight
- 171.58
- MOL File
- 24484-93-3.mol
Methyl 4-chloropicolinate Property
- Melting point:
- 50-52
- Boiling point:
- 105-111 °C(Press: 2-3 Torr)
- Density
- 1.294±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- -0.25±0.10(Predicted)
- color
- Off-White to Beige
- InChI
- InChI=1S/C7H6ClNO2/c1-11-7(10)6-4-5(8)2-3-9-6/h2-4H,1H3
- InChIKey
- VTENWIPSWAMPKI-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)=NC=CC(Cl)=C1
- CAS DataBase Reference
- 24484-93-3(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- ADE000348
- Product name
- 4-Chloro-pyridine-2-carboxylic acid methyl ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $216
- Updated
- 2025/07/31
- Product number
- M1832
- Product name
- Methyl 4-Chloro-2-pyridinecarboxylate
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- M1832
- Product name
- Methyl 4-Chloro-2-pyridinecarboxylate
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $38
- Updated
- 2025/07/31
- Product number
- M294455
- Product name
- Methyl4-Chloropicolinate
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- M3396-85
- Product name
- Methyl 4-Chloropicolinate
- Packaging
- 1g
- Price
- $333
- Updated
- 2021/12/16
Methyl 4-chloropicolinate Chemical Properties,Usage,Production
Chemical Properties
Brown Solid
Uses
Methyl 4-Chloropicolinate (cas# 24484-93-3) is a compound useful in organic synthesis.
Production Methods
The starting material 2-picolinic acid was treated with SOCl2 to generate 4-chloropicolinoyl chloride, and then esterification with MeOH resulted in the formation of methyl 4-chloropicolinate.
Synthesis Reference(s)
Synthetic Communications, 26, p. 2017, 1996 DOI: 10.1080/00397919608003557
Synthesis
To a suspension of 4-chloropyridine-2-carboxylic acid (4.5 g, 29.0 mmol) in methylene chloride (120 mL) was added oxalyl chloride (3.0 mL, 1.2 eq) under Ar2. The reaction was cooled to 0° C., and 500 uL of DMF was added. A large amount of gas was generated in situ. The reaction was stirred at room temperature for 1.5 h and then concentrated. Dry MeOH (50 mL) was added to the crude acyl chloride residue. The reaction was stirred at room temperature for 0.5 h, then quenched with NaHCO3 (5%) to neutral, extracted with EtOAc, and washed with brine. The combined organics were dried over MgSO4, filtered, and concentrated in vacuo to give 5.0 g of a crude solid, which was triturated with 5% EtOAc/hexane to give Methyl 4-chloropicolinate as a light yellow solid (4.5 g, 90%).
References
[1] Patent: US2008/234332, 2008, A1. Location in patent: Page/Page column 22; 25
[2] Patent: CN105175325, 2017, B. Location in patent: Paragraph 0024; 0025
[3] Patent: WO2008/77188, 2008, A1. Location in patent: Page/Page column 28
[4] Patent: US9533973, 2017, B2. Location in patent: Page/Page column 34
[5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 8, p. 2512 - 2515
Methyl 4-chloropicolinate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4-chloropicolinate manufacturers
- Product
- Methyl 4-chloropicolinate 24484-93-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- As your request
- Release date
- 2025-11-03
- Product
- Methyl 4-chloropicolinate 24484-93-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- Purity: 99%
- Supply Ability
- 50tons
- Release date
- 2025-07-21
- Product
- Methyl 4-chloropicolinate 24484-93-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29