Reaktion #597452

Reaktionsgleichung

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5′-methoxy-2,3′-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate

NaOH

→

crude product

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5′-methoxy-2,3′-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethanol

Lösungsmittel

THF

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   workup.ADDITIONdiluted with satd
3. 3
   Extraktionaqueous NH4Cl, and extracted with ethyl acetate
4. 4
   TrocknenThe organic layer was dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

To a solution of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5′-methoxy-2,3′-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate (40.5 mg, 0.063 mmol) in THF (0.5 mL) and methanol (0.5 mL) was added NaOH (0.5 mL, 2N solution). The reaction mixture was heated at 40° C. for 4 h, cooled, diluted with satd. aqueous NH4Cl, and extracted with ethyl acetate. The organic layer was dried over Na2SO4, filtered and concentrated to give the crude product which was used without further purification. LCMS-ESI+: calc'd for C31H31ClN3O3S: 560.2 (M+H+); Found: 560.0 (M+H+).

Quelle