Methyl Acrylate → (2E)-3-[4-Chloro-3-[[(tricyclo[3.3.1.13,7]dec-1-ylmethyl)amino]carbonyl]phenyl]-2-propenoic acid, methyl ester

온도

90 °C

5-Bromo-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (5 g), methyl acrylate (1.4 ml), triethylamine (2.1 ml), palladium acetate (0.070 g) and tri-orthotolyl phosphine (0.185 g) were combined in N,N-dimethylformamide (20 ml). The mixture was heated in a sealed tube under nitrogen at 90° C. for 24 h. After cooling, the reaction mixture was partitioned between dichloromethane and dilute hydrochloric acid, the mixed phases were filtered through celite and the phases separated. The organic layer was washed with dilute hydrochloric acid and brine, dried over magnesium sulfate and concentrated under reduced pressure to give a residue which was triturated with diethyl ether and filtered to yield the subtitled compound as an off white solid (4.1 g).

1. temperatureAfter cooling
2. customthe reaction mixture was partitioned between dichloromethane and dilute hydrochloric acid
3. filtrationthe mixed phases were filtered through celite
4. customthe phases separated
5. washThe organic layer was washed with dilute hydrochloric acid and brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customto give a residue which
9. customwas triturated with diethyl ether
10. filtrationfiltered

ORD 기록

ord-8f0f425362db43688ba46de2e7f549eb

출처 데이터셋

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07132457B2