2-Hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride Chemical Properties

Melting point:

93-94 °C(Solv: isopropyl ether (108-20-3); hexane (110-54-3))

Boiling point:

273.6±40.0 °C(Predicted)

Density 

1.303±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

13.17±0.10(Predicted)

color 

Pale Beige to Light Brown

Stability:

Light Sensitive

CAS DataBase Reference

103577-66-8(CAS DataBase Reference)

2-Hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride Usage And Synthesis

Chemical Properties

Brown Solid

Uses

Intermediate in the preparation of Lansoprazole (L175000) impurity.

Synthesis

e) 34.8 g of 2-acetoxymethyl-3-methyl-4-(trifluoroethoxy)pyridine (equivalent to 18.7 g, 0.071 mol) obtained in the previous step was used as raw material, which was dissolved in 15 ml of a solvent mixture of methanol/water (1:1) at room temperature. The pH of the reaction system was adjusted with 33% aqueous sodium hydroxide solution to 13. The reaction was carried out at a temperature of 25 to 30 °C and a pH range of 12.5 to 13.5 and the progress of the reaction was monitored by HPLC. Upon completion of the reaction, the reaction mixture was neutralized with 36% hydrochloric acid and subsequently extracted with dichloromethane. The organic layer was dried and concentrated to 60 ml. The yield of the product 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine was 95-97% as determined by HPLC.

References

[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 438 - 450
[2] Patent: EP1681056, 2006, A1. Location in patent: Page/Page column 8

2-Hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride(103577-66-8)Related Product Information

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