3,4,5,6-TETRAHYDRO-2H-[1,4']BIPYRIDINYL-4-CARBOXYLIC ACID ETHYL ESTER

3,4,5,6-TETRAHYDRO-2H-[1,4']BIPYRIDINYL-4-CARBOXYLIC ACID ETHYL ESTER Property

Boiling point:

356.4±32.0 °C(Predicted)

Density 

1.120±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

10.88±0.10(Predicted)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

3,4,5,6-TETRAHYDRO-2H-[1,4']BIPYRIDINYL-4-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Usage,Production

Synthesis

Example 2 Difluorotriacetate of [1-(pyridin-4-yl)piperidin-4-yl]methyl 2-[amino(imino)methyl]-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acid; Step 1 Synthesis of ethyl 1-(pyridin-4-yl)piperidin-4- carboxylate; To a 1-(pyridin-4-yl)piperidin-4-carboxylic acid (20.0 g, 97.0 mmol) ethanol (480 mL) suspension of thionyl chloride (7.1 mL, 97.0 mmol) was added dropwise and the mixture was stirred at 50°C overnight. After completion of the reaction, the solvent was removed by evaporation under reduced pressure and the resulting residue was diluted with dichloromethane, washed sequentially with 1N aqueous sodium hydroxide and saturated aqueous ammonium chloride, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford ethyl 1-(pyridin-4-yl)piperidine-4-carboxylate, which did not require further purification. Yield: 21.0 g (89.7 mmol, 93%). MS (ESI, m/z): 235 [M + H]+. 1H-NMR (CDCl3) δ: 1.26 (t, 3H), 1.72-1.86 (m, 2H), 1.97-2.05 (m, 2H), 2.49-2.58 (m, 1H), 2.93-3.02 (m , 2H), 3.82-3.02 (m, 2H). , 2H), 3.82 (dt, 2H), 4.16 (q, 2H), 6.66 (dd, 2H), 8.25 (dd, 2H).

References

[1] Patent: EP2311810, 2011, A1. Location in patent: Page/Page column 21
[2] Tetrahedron, 1988, vol. 44, # 23, p. 7095 - 7108