Lithium Chloride → HCID 86700281, Verbindung

Temperatur

100 °C

In a 10 mL reaction vial, 4-bromo-2-(tributylstannyl)thiazole (125 mg, 0.251 mmol) and (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (114 mg, 0.251 mmol) were dissolved in dioxane (3 mL) at room temperature under argon atmosphere. The solution was bubbled with argon for 5 min. Then CuI (10.6 mg, 0.055 mmol), LiCl (31.7 mg, 0.753 mmol) and Pd(PPh3)4 (52.3 mg, 0.0417 mmol) were added sequentially. The reaction mixture was then sealed and heated in oil bath at 100° C. for 3.5 h. The reaction mixture was then diluted with EtOAc (10 mL), filtered and the filtrate was concentrated and purified on silica gel column with 0-10% EtOAc/Hex to afford title compound. LCMS-ESI+: calc'd for: C25H24BrClN2O3S2: 581.0, 579.0, 582.0, 583.0, 580.0 (M+H+); found: 581.1, 579.0, 582.2, 583.1, 580.3 (M+H+).

1. customIn a 10 mL reaction vial
2. customThe solution was bubbled with argon for 5 min
3. customThe reaction mixture was then sealed
4. filtrationfiltered
5. concentrationthe filtrate was concentrated
6. custompurified on silica gel column with 0-10% EtOAc/Hex

ORD-Eintrag

ord-fdffbdbf952c4172a9ff8ad17d7a2888

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08987250B2