Methyl 2-chloro-5-fluoro-6-methoxynicotinate

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Methyl 2-chloro-5-fluoro-6-methoxynicotinate manufacturers

Methyl 2-chloro-5-fluoro-6-methoxynicotinate Basic information
Product Name:Methyl 2-chloro-5-fluoro-6-methoxynicotinate
Synonyms:Methyl 2-chloro-5-fluoro-6-methoxynicotinate;Methyl 2-chloro-5-fluoro-6-methoxypyridine-3-carboxylate, 2-Chloro-5-fluoro-6-methoxy-3-(methoxycarbonyl)pyridine;Methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate;2-Chloro-5-fluoro-6-methoxy-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 2-chloro-5-fluoro-6-methoxy-, methyl ester;Methyl 2-chloro-5-fluoro-6-methoxynicotinate ISO 9001:2015 REACH
CAS:959616-64-9
MF:C8H7ClFNO3
MW:219.6
EINECS:
Product Categories:
Mol File:959616-64-9.mol
Methyl 2-chloro-5-fluoro-6-methoxynicotinate Structure
Methyl 2-chloro-5-fluoro-6-methoxynicotinate Chemical Properties
Melting point 66-68°
Boiling point 279.8±40.0 °C(Predicted)
density 1.366±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-3.47±0.10(Predicted)
Appearancewhite solid
InChIInChI=1S/C8H7ClFNO3/c1-13-7-5(10)3-4(6(9)11-7)8(12)14-2/h3H,1-2H3
InChIKeyKGWMUWXJNVKKCF-UHFFFAOYSA-N
SMILESC1(Cl)=NC(OC)=C(F)C=C1C(OC)=O
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
Methyl 2-chloro-5-fluoro-6-methoxynicotinate Usage And Synthesis
Synthesis
METHYL 2,6-DICHLORO-5-FLUORONICOTINATE

189281-66-1

Sodium Methoxide

124-41-4

Methyl 2-chloro-5-fluoro-6-methoxynicotinate

959616-64-9

Intermediate 73b: Synthesis of methyl 2-chloro-5-fluoro-6-methoxypyridine-3-carboxylate. Sodium methanol (1.86 mL, 11.91 mmol) was added to a solution of toluene (9 mL) containing methyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (1.8 g, 8.03 mmol), and the reaction mixture was stirred for 1 h at room temperature. After completion of the reaction, ethyl acetate (20 mL) and water (20 mL) were added to the mixture to separate the organic and aqueous layers. The aqueous layer was extracted with ethyl acetate (3 x 20 mL), the organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product methyl 2-chloro-5-fluoro-6-methoxypyridine-3-carboxylate (1.72 g, 7.83 mmol, 97% yield) as an orange solid. The product was confirmed by 1H NMR (CDCl3, 400 MHz): δ 7.92 (1H, d, J = 9.6 Hz), 4.09 (3H, s), 3.92 (3H, s). Mass spectrometry analysis (Method 2): retention time 1.71 min, m/z 220.0 [M + H]+.

References[1] Patent: WO2016/51193, 2016, A1. Location in patent: Paragraph 00667; 00670; 00671
[2] Patent: EP2022793, 2009, A1. Location in patent: Page/Page column 72
Methyl 2-chloro-5-fluoro-6-methoxynicotinate Preparation Products And Raw materials
Raw materialsMethyl 2,6-dichloro-5-fluoronicotinate-->Iodomethane-->Sodium Methoxide
Tag:Methyl 2-chloro-5-fluoro-6-methoxynicotinate(959616-64-9) Related Product Information
2-chloro-5-fluoro-6-(Methyloxy)-3-pyridinecarboxylic acid Methyl 2-chloro-6-methoxynicotinate Methyl 5-fluoro-6-Methoxynicotinate 2-Chloro-6-methoxynicotinic acid 5-Fluoro-6-methoxy-3-pyridinecarboxylic acid 3-Pyridinecarboxylic acid, 2-chloro-6-(difluoromethoxy)-, methyl ester