反应详情

tert-Butyl 4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidine-1-carboxylate (5.66 g, 13.96 mmol) was suspended in 4M HCl in 1,4-dioxane (50 ml) and stirred for 18 hours. After removal of the solvent in vacuo the residue was partitioned between MeOH:DCM (1:9) (500 mL) and 2M aqueous potassium carbonate (500 mL). The aqueous was extracted with MeOH:DCM (1:9) (7×50 mL) and the combined organics dried (Na2SO4), filtered and concentrated in vacuo. The solid was triturated with hot Et2O (20 mL), filtered then washed with Et2O (20 mL), hexane (20 mL) to leave the title product (Intermediate 101, 2.80 g, 66%) as a beige powder; 1H NMR δ1.44-1.57 (2H, m), 1.66-1.74 (2H, m), 2.47-2.59 (2H, m), 2.94-3.02 (2H, m), 3.74-3.86 (1H, m), 7.04-7.11 (1H, m), 7.17-7.28 (2H, m), 7.96-8.04 (1H, m), 8.92 (1H, d); MS m/e (MH)+ 306.

1. customAfter removal of the solvent in vacuo the residue
2. customwas partitioned between MeOH:DCM (1:9) (500 mL) and 2M aqueous potassium carbonate (500 mL)
3. extractionThe aqueous was extracted with MeOH:DCM (1:9) (7×50 mL)
4. dry with materialthe combined organics dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe solid was triturated with hot Et2O (20 mL)
8. filtrationfiltered
9. washthen washed with Et2O (20 mL), hexane (20 mL)