Methyl 2-chloronicotinate
- CAS No.
- 40134-18-7
- Chemical Name:
- Methyl 2-chloronicotinate
- Synonyms
- METHYL 2-CHLOROPYRIDINE-3-CARBOXYLATE;METHYL 2-CHLORONICOT;METHYL-2-CHLONICOTINATE;Methyl 2-chloronicotite;Mehyl 2-Chloronicotinate;Methyl 2-chloronicotinate;Methyl2-Chloronicotinate>Methyl 2-chloronicotinate 98%;2-CHLORONICOTINIC ACID METHYL ESTER;METHYL 2-CHLORO-3-PYRIDINECARBOXYLATE
- CBNumber:
- CB2317331
- Molecular Formula:
- C7H6ClNO2
- Molecular Weight:
- 171.58
- MDL Number:
- MFCD01318629
- MOL File:
- 40134-18-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 150 °C/1 mmHg |
|---|---|
| Density | 1.314 g/mL at 25 °C |
| refractive index | n 20/D 1.537 |
| Flash point | 110 °C |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Liquid |
| pka | -1.39±0.10(Predicted) |
| color | Colorless |
| CAS DataBase Reference | 40134-18-7(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H335-H319-H315 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P405-P501a-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36 | |||||||||
| Safety Statements | 26 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant/Keep Cold | |||||||||
| HS Code | 2933399990 | |||||||||
| NFPA 704 |
|
Methyl 2-chloronicotinate price More Price(56)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | M2165 | Methyl 2-Chloronicotinate >98.0%(GC) | 40134-18-7 | 5g | $17 | 2026-04-30 | Buy |
| TCI Chemical | M2165 | Methyl 2-Chloronicotinate >98.0%(GC) | 40134-18-7 | 25g | $42 | 2026-04-30 | Buy |
| Apolloscientific | OR3350 | Methyl 2-chloronicotinate 98% | 40134-18-7 | 25g | $21 | 2026-06-04 | Buy |
| Apolloscientific | OR3350 | Methyl 2-chloronicotinate 98% | 40134-18-7 | 100g | $28 | 2026-06-04 | Buy |
| Apolloscientific | OR3350 | Methyl 2-chloronicotinate 98% | 40134-18-7 | 500g | $128 | 2026-06-04 | Buy |
Methyl 2-chloronicotinate Chemical Properties,Uses,Production
Description
Methyl 2-chloronicotinate is used in proteomics studies.
Uses
Methyl 2-chloronicotinate serves as a precursor for synthesizing the key intermediate of riociguat via cyclization with hydrazine hydrate, and reacts with morpholine to produce 2-morpholinonicotinic acid[6][7]. It acts as a reagent in the palladium-catalyzed N-arylation of amides during the synthesis of CXCR3 antagonists[8].
Synthesis
67-56-1
2942-59-8
40134-18-7
(1) Preparation of methyl 2-chloronicotinate: 15.0 g (95.2 mmol) of 2-chloronicotinate was dissolved in 150 mL of dichloromethane and 8.37 mL (94.5 mmol) of oxalyl chloride was added slowly and dropwise. Subsequently, N,N-dimethylformamide was added dropwise to the mixture and the reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, 40.1 mL (286 mmol) of triethylamine and 37 mL (914 mmol) of methanol were added dropwise to the reaction mixture under ice-bath cooling conditions and stirring was continued for 30 minutes under ice-bath cooling. The reaction mixture was concentrated under reduced pressure and neutralized by adding aqueous sodium bicarbonate to the residue. The aqueous phase was extracted with ether, the organic phases were combined, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by column chromatography (eluent: ethyl acetate/hexane=1:4) to afford 13.9 g of the target product methyl 2-chloronicotinate as a pale yellow liquid in 86% yield.1H-NMR (CDCl3/TMS, δ ppm): 3.97 (3H, s), 7.33 (1H, dd), 8.17 (1H, dd), 8.53 (1H, dd ).
References
[1] Patent: CN105061399, 2017, B. Location in patent: Paragraph 0010; 0029; 0030
[2] Patent: US2011/287937, 2011, A1. Location in patent: Page/Page column 72-73
[3] Patent: WO2007/71900, 2007, A1. Location in patent: Page/Page column 94
[4] Yakugaku Zasshi, 1952, vol. 72, p. 1336,1338
[5] Chem.Abstr., 1953, p. 4336
[6] Zhao, B., Lan, Z., Xu, S., & Xiong, Y. (2017). Synthesis of 2-Chloronicotinic Acid Derivatives. Advances in Computer Science Research. https://doi.org/10.2991/emcm-16.2017.119
[7] Bi, S., Diao, W., Zhou, T., Lin, K., & Zhou, W. (2023). Development of a new synthetic route of the key intermediate of riociguat. Synthetic Communications, 53(21), 1844–1853. https://doi.org/10.1080/00397911.2023.2252539
[8] Chan, J., Burke, B., Baucom, K. D., Hansen, K., Bio, M., Divirgilio, E., Faul, M., & Murry, J. (2011). Synthesis of a CXCR3 Antagonist. Synfacts, 2011(06), 0583–0583. https://doi.org/10.1055/s-0030-1259890
Methyl 2-chloronicotinate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
View Lastest Price from Methyl 2-chloronicotinate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | METHYL 2-CHLORONICOTINATE
40134-18-7
|
$1.00 | 1kg | 99% | Career Henan Chemical Co |
-
- METHYL 2-CHLORONICOTINATE
40134-18-7
- $1.00
- 99%
- Career Henan Chemical Co
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