反应详情

tert-Butyl 4-(1-(3-fluoro-2-pivalamidophenyl)-1-hydroxy-3-methoxy-3-oxopropan-2-yl)piperidine-1-carboxylate (16.4 mmol, 7.86 g) was dissolved in methanol (20 mL). Water (45 mL) was added to the mixture followed by concentrated hydrochloric acid (183 mmol, 15 mL). Reaction was heated to reflux and held for 2.5 hours. Reaction mixture was concentrated in vacuo. Residue was dissolved in ethanol (50 mL) then concentrated in vacuo. Residue was crystallized from ethanol. Solids were filtered off, washed with cold ethanol then dried in vacuo. Title compound was obtained as white solid in 83% yield. 1H NMR (500 MHz, DMSO-d6): δ=11.85 (s, 1H), 8.98 (m, 1H), 8.85 (m, 1H), 7.75 (s, 1H), 7.54 (d, J=7.63, 1H), 7.36 (dd, J1=10.22, J2=8.09, 1H), 7.21-7.11 (m, 1H), 3.41-3.29 (m, 2H), 3.14-2.94 (m, 3H), 2.02 (d, J=13.43, 2H), 1.88-1.71 (m, 2H). MS m/e (M+H)+=247.2.

1. customReaction
2. temperaturewas heated
3. temperatureto reflux
4. customReaction mixture
5. concentrationwas concentrated in vacuo
6. dissolutionResidue was dissolved in ethanol (50 mL)
7. concentrationthen concentrated in vacuo
8. customResidue was crystallized from ethanol
9. filtrationSolids were filtered off
10. washwashed with cold ethanol
11. customthen dried in vacuo