Ethyl 3-(pyridin-2-ylamino)propanoate Chemical Properties

Melting point:

48-50°C

Boiling point:

125°C/0.2mmHg(lit.)

Density 

1.131±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

DMSO, Methanol

form 

Solid

pka

6.26±0.10(Predicted)

color 

White

InChI

InChI=1S/C10H14N2O2/c1-2-14-10(13)6-8-12-9-5-3-4-7-11-9/h3-5,7H,2,6,8H2,1H3,(H,11,12)

InChIKey

UITNIDFEANEWPC-UHFFFAOYSA-N

SMILES

C(OCC)(=O)CCNC1C=CC=CN=1

LogP

1.54 at 22℃ and pH6

Safety Information

HS Code 

2933.39.9200

Ethyl 3-(pyridin-2-ylamino)propanoate Usage And Synthesis

Chemical Properties

White Solid

Uses

Dabigatran etexilate intermediate

Uses

Ethyl 3-(2-Pyridylamino)propanoate is an intermediate used in the synthesis of Dabigatran etexilate, as thrombin inhibitors. Ethyl Ester form of P993315.

Synthesis

A method for preparing Ethyl 3-(pyridin-2-ylamino)propanoate comprises the following steps: using 2-aminopyridine and ethyl acrylate as raw materials, using anhydrous ethanol as a solvent, using trifluoromethanesulfonic acid as a catalyst, and heating in an oil bath to control the temperature at 120 to 160° C. for a catalytic reaction for 16 to 20 hours under nitrogen protection. The obtained reaction solution is washed with petroleum ether at a temperature of 35 to 40° C. and a pressure of 0.09 to 0.1 MPa, then concentrated under reduced pressure, and then washed with petroleum ether/ethyl acetate and recrystallized to obtain white flaky crystals of Ethyl 3-(pyridin-2-ylamino)propanoate.

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