Reaktion #597457

Reaktionsgleichung

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate

2-chloropyridine-4-boronic acid

K2CO3

→

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-(2-chloropyridin-4-yl)phenyl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction was washed by sat. NaHCO3
2. 2
   Extraktionextracted by EtOAc
3. 3
   Trocknendried by MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated down
6. 6
   Sonstigepurified by silica gel column
7. 7
   Wascheneluting by 0-100% EtOAc in hexanes
8. 8
   Sonstigeto give the product (LCMS-ESI+: calc'd for C36H36Cl2N2O3S

Vorschrift

The reaction mixture of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate (30 mg, 0.0438 mmol), 2-chloropyridine-4-boronic acid (10 mg, 0.0657 mmol), 2N K2CO3 (100 μL), Pd(PPh3)4 (5.0 mg, 0.0044 mmol) in dioxane (2 mL) was heated at 120° C. in sealed tube for 2 hs. The reaction was washed by sat. NaHCO3, extracted by EtOAc, dried by MgSO4, filtered, concentrated down and purified by silica gel column, eluting by 0-100% EtOAc in hexanes to give the product (LCMS-ESI+: calc'd for C36H36Cl2N2O3S: 647.2 (M+H+); Found: 647.3 (M+H+).

Quelle