Reaktion #163220

Reaktionsgleichung

(E)-4-(4-{4-[2-(3-chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-but-2-enoic acid benzyl ester

→

title compound

Ausbeute 86.1%

4-(4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-butyric acid

Ausbeute 86.1%

Lösungsmittel

EtOAc EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe catalyst is filtered
2. 2
   Waschenwashed with EtOAc
3. 3
   EinengenThe filtrated is then concentrated
4. 4
   Sonstigedried under high vacuum

Vorschrift

To a solution of (E)-4-(4-{4-[2-(3-chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-but-2-enoic acid benzyl ester (139 mg, 0.283 mmol) in EtOAc/EtOH (5:1 v/v, 6 mL) is added Pd(OH)2 (100 mg) the mixture is stirred in an hydrogenated at 1 atm for 72 h. The catalyst is filtered and washed with EtOAc. The filtrated is then concentrated and dried under high vacuum to give the title compound (107 mg) as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.98-1.09 (m, 2H) 1.18-1.25 (m, 2H) 1.39-1.48 (m, 2H) 1.49-1.57 (m, 2H) 1.82 (d, J=10.11 Hz, 4H) 1.74-1.85 (m, 1H) 2.18 (t, J=7-33 Hz, 2H) 6.99 (ddd, J=7.96, 2.02, 0.88 Hz, 1H) 7.28-7.33 (m, 3H) 7.40 (s, 1H) 7.47-7.52 (m, 3H) 7.85 (t, J=2.02 Hz, 1H); (M+H)+=439.0.

Quelle