Reaktion #597458

Reaktionsgleichung

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

1-methylpiperazine

→

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(2-(4-methylpiperazin-1-yl)pyridin-4-yl)phenyl)benzo[d]thiazol-6-yl)ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThen the reaction mixture was washed by sat. NaHCO3
2. 2
   Extraktionextracted by EtOAc
3. 3
   Trocknenthe organic phase was dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   workup.ADDITIONTo the residue was added THF, MeOH, 2N NaOH
7. 7
   Temperaturthe mixture was heated at 45° C
8. 8
   Waschenthe reaction was washed
9. 9
   Extraktionextracted by EtOAc
10. 10
    Trocknenthe organic phase was dried over MgSO4
11. 11
    Filtrationfiltered
12. 12
    Einengenconcentrated down
13. 13
    Sonstigepurified by silica gel column
14. 14
    Wascheneluting by 0-100% EtOAc in hexanes
15. 15
    Sonstigeto give the product

Vorschrift

The reaction mixture of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-(2-chloropyridin-4-yl)phenyl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate (16 mg, 0.025 mmol), 1-methylpiperazine (1 mL) was heated at 120° C. overnight. Then the reaction mixture was washed by sat. NaHCO3, extracted by EtOAc, the organic phase was dried over MgSO4, filtered, concentrated. To the residue was added THF, MeOH, 2N NaOH, the mixture was heated at 45° C. After the reaction finished, the reaction was washed by sat NaHCO3, extracted by EtOAc, the organic phase was dried over 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 C36H39ClN4O2S: 627.2 (M+H+); Found: 627.3 (M+H+).

Quelle