ChemicalBook--->CAS DataBase List--->107504-07-4

107504-07-4

107504-07-4 Structure

107504-07-4 Structure
IdentificationBack Directory
[Name]

2-Pyridinecarboxylicacid,5-fluoro-,methylester(9CI)
[CAS]

107504-07-4
[Synonyms]

Methyl 5-fluoropicolinate
Methyl 5-fluoropyridine-2-carboxylate
methyl 5-fluoro-2-pyridinecarboxylate
5-fluoro-2-pyridinecarboxylic acid methy
5-fluoro-2-pyridinecarboxylic acid methyl ester
5-Fluoropyridine-2-carboxylic acid methyl ester
2-PYRIDINECARBOXYLIC ACID, 5-FLUORO-, METHYL ESTER
2-Pyridinecarboxylicacid,5-fluoro-,methylester(9CI)
[Molecular Formula]

C7H6FNO2
[MDL Number]

MFCD11845630
[MOL File]

107504-07-4.mol
[Molecular Weight]

155.13
Chemical PropertiesBack Directory
[Boiling point ]

217.2±20.0 °C(Predicted)
[density ]

1.243±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

solid
[pka]

-0.73±0.10(Predicted)
[color ]

Off-white
[InChI]

InChI=1S/C7H6FNO2/c1-11-7(10)6-3-2-5(8)4-9-6/h2-4H,1H3
[InChIKey]

KCMBKUFSDZMQEM-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=NC=C(F)C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302-H315
[Precautionary statements ]

P271-P261-P280
[REACH Registrations]

Inactive
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

Methyl 5-fluoropicolinate is a fluoroorganic heterocyclic compound that can be used in the preparation of BTK inhibitors or degradation agents for the treatment of BTK-related diseases such as tumours or autoimmune system disorders.
[Synthesis]

5-Fluoro-2-picolinic acid

107504-08-5

Methanol

67-56-1

Methyl 5-fluoropicolinate

107504-07-4

General procedure for the synthesis of methyl 5-fluoropyridinecarboxylate: 5 g of 5-fluoropyridine-2-carboxylic acid was added to 50 mL of methanol and 2.7 mL of thionyl chloride was added slowly and dropwise. The reaction mixture was transferred to a sealed microwave reaction flask and the reaction was stirred at 65 °C for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in a solvent mixture of dichloromethane and methanol and filtered through a silica gel column. The filtrate was collected and concentrated under reduced pressure to give 5.9 g of the target compound, methyl 5-fluoropyridinecarboxylate. Thin layer chromatography showed an Rf value of 0.77 (Method K). Mass spectrometry analysis showed a molecular ion peak (M + H)+ of 156.

[References]

[1] Patent: WO2013/79460, 2013, A1. Location in patent: Page/Page column 46
[2] Patent: US2013/137688, 2013, A1. Location in patent: Paragraph 0239; 0240; 0241
[3] Patent: CN108003161, 2018, A. Location in patent: Paragraph 0628; 0630-0632
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 5-fluoropicolinate(107504-07-4)1HNMR
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