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26256-72-4

26256-72-4 Structure

26256-72-4 Structure
IdentificationBack Directory
[Name]

6-METHOXY-PYRIDINE-2-CARBOXYLICACIDMETHYLESTER
[CAS]

26256-72-4
[Synonyms]

Methyl 6-methoxypicolinate
methyl 6-methoxy-2-pyridinecarboxylate
6-Methoxy-2-Pyridinecarboxylic Acid Methyl Ester
2-Pyridinecarboxylic acid, 6-Methoxy-, Methyl ester
[Molecular Formula]

C8H9NO3
[MDL Number]

MFCD07779517
[MOL File]

26256-72-4.mol
[Molecular Weight]

167.17
Chemical PropertiesBack Directory
[Melting point ]

33-38℃
[Boiling point ]

256.6±20.0 °C(Predicted)
[density ]

1.156±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

0.41±0.10(Predicted)
[color ]

White
[InChI]

InChI=1S/C8H9NO3/c1-11-7-5-3-4-6(9-7)8(10)12-2/h3-5H,1-2H3
[InChIKey]

QCCJUEURAZMEGY-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=NC(OC)=CC=C1
Questions And AnswerBack Directory
[Uses]

Methyl 6-methoxy-2-pyridinecarboxylate is a useful research chemical.
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H315-H318-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

37/38-41
[Safety Statements ]

26-39
[WGK Germany ]

3
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Synthesis Reference(s)]

Tetrahedron Letters, 15, p. 4339, 1974 DOI: 10.1016/S0040-4039(01)92158-6
[Synthesis]

6-Hydroxypicolinic acid

19621-92-2

Iodomethane

74-88-4

6-METHOXY-PYRIDINE-2-CARBOXYLICACIDMETHYLESTER

26256-72-4

General procedure for the synthesis of methyl 6-methoxypyridine-2-carboxylate from 6-hydroxypyridine-2-carboxylic acid and iodomethane: 6-hydroxypyridine-2-carboxylic acid (1 g, 7.19 mmol) and silver carbonate (2.2 g, 7.90 mmol) were placed in a round-bottomed flask, and chloroform (20 mL) was added to dissolve. Subsequently, iodomethane (1 mL, 15.81 mmol) was added slowly and dropwise. The reaction mixture was stirred at 60°C for 26 hours. After completion of the reaction, the mixture was filtered and extracted with chloroform. Next, the extract was vacuum filtered and vacuum distilled to remove the solvent. Finally, the residue was purified by column chromatography (eluent ratio of ethyl acetate: hexane = 1:5) to afford the target product methyl 6-methoxypyridine-2-carboxylate (1.25 g, 100% yield).

[References]

[1] Patent: WO2014/3483, 2014, A1. Location in patent: Page/Page column 34
[2] Organic and Biomolecular Chemistry, 2006, vol. 4, # 6, p. 1071 - 1084
[3] Organic Letters, 2009, vol. 11, # 23, p. 5562 - 5565
[4] Patent: WO2011/79076, 2011, A1. Location in patent: Page/Page column 93
Spectrum DetailBack Directory
[Spectrum Detail]

6-METHOXY-PYRIDINE-2-CARBOXYLICACIDMETHYLESTER(26256-72-4)1HNMR
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