Hydrochloric Acid → HCID 18377318, compound

5-t-Butoxycarbonyl-3-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (150 mg, 0.49 mmol) was dissolved in chloroform (1 ml), and the solution was mixed with hydrochloric acid methanol solution (2 ml), stirred at room temperature for 8 hours, further mixed with concentrated hydrochloric acid (1 ml) and stirred for 16 hours. The solvent was removed by evaporation from the reaction solution under a reduced pressure, and the thus obtained residue was mixed with 47% hydrobromic acid (6 ml) and stirred at 140° C. for 4 hours. The reaction solution was returned to room temperature and alkalified by adding sodium hydroxide aqueous solution and then the reaction product was extracted there from with ethyl acetate. The ethyl acetate layer was washed with saturated brine and dried with anhydrous magnesium sulfate, and then the solvent was removed by evaporation under a reduced pressure to obtain 68 mg (0. 44 mmol, 90% in yield) of the title compound. MW 153.24 (C8H11NS); Mass spectrum EI-MS m/z 153 (M)+.

1. stirringstirred for 16 hours
2. customThe solvent was removed by evaporation from the reaction solution under a reduced pressure
3. additionthe thus obtained residue was mixed with 47% hydrobromic acid (6 ml)
4. stirringstirred at 140° C. for 4 hours
5. customwas returned to room temperature
6. additionby adding sodium hydroxide aqueous solution
7. extractionthe reaction product was extracted there from with ethyl acetate
8. washThe ethyl acetate layer was washed with saturated brine
9. dry with materialdried with anhydrous magnesium sulfate
10. customthe solvent was removed by evaporation under a reduced pressure
11. customto obtain

ORD record

ord-eee7fe30f3a64e1f8367e2668e71301b

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06498251B1