METHYL2-CHLORO-5-FLUORONICOTINATE Chemical Properties

Boiling point:

235.4±40.0 °C(Predicted)

Density 

1.386±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

-3.73±0.10(Predicted)

InChI

1S/C7H5ClFNO2/c1-12-7(11)5-2-4(9)3-10-6(5)8/h2-3H,1H3

InChIKey

VYUNQTNDEVFXPO-UHFFFAOYSA-N

SMILES

COC(=O)c1cc(F)cnc1Cl

CAS DataBase Reference

847729-27-5

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933399990

Storage Class

11 - Combustible Solids

METHYL2-CHLORO-5-FLUORONICOTINATE Usage And Synthesis

Uses

Methyl 2-chloro-5-fluoronicotinate

Synthesis

Example 58 Synthesis of 4-((5-fluoro-2-(4-fluorophenyl)pyridin-3-yl]methyl}amino)methylbenzoic acid Procedure 1. Preparation of methyl 5-fluoro-2-(4-fluorophenyl)nicotinate: 2-chloro-5-fluoronicotinic acid (1.00 g, 5.70 mmol) was dissolved in a mixture of solvents of methanol (4 mL) and dichloromethane (14 mL) at 0 °C, and slowly added to a 2M hexane solution of trimethylsilylated diazomethane (5.70 mL, 11.4 mmol). The reaction mixture was stirred at 0 °C for 1 hour. Upon completion of the reaction, the reaction was quenched with acetic acid and the solvent was removed by concentration under reduced pressure. The residue was purified by fast column chromatography on silica gel using hexane/ethyl acetate (10:1, v/v) as eluent to afford 0.78 g (72% yield) of methyl 2-chloro-5-fluoronicotinate as a colorless oil. The product was characterized by 1H-NMR (CDCl3): δ 8.41 (1H, d, J=3.1 Hz), 7.93 (1H, dd, J=7.6,3.1 Hz), 3.98 (3H, s).

References

[1] Patent: WO2005/21508, 2005, A1. Location in patent: Page/Page column 97
[2] Patent: WO2005/102389, 2005, A2. Location in patent: Page/Page column 142-143

METHYL2-CHLORO-5-FLUORONICOTINATE(847729-27-5)Related Product Information

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