Reacción #2358577

Ecuación de reacción

H2O

compound 25

2-(6-(4-(4-fluorophenoxy)phenyl)pyridin-2-yl)acetic acid

(L)-Ala-OMe

DCC

→

compound 26

Rendimiento 81.0%

2-{6-[4-(4-fluoro-phenoxy)phenyl]-pyridin-2-yl}-acetylamino-propionic acid methyl ester

Rendimiento 81.0%

Disolventes

DCM

Hexane

EtOAc

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe organic phase was separated
2. 2
   Secadodried over anhydrous Na2SO4
3. 3
   OtroThe solvent was removed
4. 4
   Otrothe residue was purified by the preparative TLC (MeOH

Procedimiento

To a solution of compound 25 (30 mg, 0.1 mol) in DCM (1 mL) was added (L)-Ala-OMe (10.3 mg, 0.1 mmol), DCC (23.7 mg, 0.12 mmol) and DMAP (1.2 mg, 0.01 mmol). The reaction mixture was stirred overnight at room temperature. After the reaction was complete, H2O (1 mL) was added. The organic phase was separated and dried over anhydrous Na2SO4. The solvent was removed and the residue was purified by the preparative TLC (MeOH:DCM=1:9, then EtOAc:Hexane=2:1) to give compound 26 (2 mg, 81% yield, LC/MS: m/z=409 [M+H]+, 1H NMR (400 MHz, CD3OD): δ 8.04 (d, J=8.8 Hz, 2H), 7.81 (t, J=7.8 Hz 1H), 7.7 (d, J=7.2 Hz, 1H), 7.31 (d, J=7.0 Hz, 1H), 7.03-7.1 (m, 6H), 4.47 (q, J=7.3 Hz, 1H), 3.83 (s, 2H), 3.71 (s, 3H), 1.42 (d, J=7.2 Hz, 3H)).

Fuente