反应详情

Et3N (3 mL, 21.6 mmol) was added to a suspension of N-[(1R,2R)-1-amino-2,3-dihydro-1H-inden-2-yl]-2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxamide (Method 21, 3.11 g, 6.98 mmol) in anhydrous dichloromethane (55 mL) and stirred at ambient temperature for 5 miuntes. The suspension was cooled to −78° C. and chloroacetylchloride (611 μL, 7.68 mmol) was added and the reaction was warmed to 0° C. and stirred at this temperature for 3 hours. NaHCO3 (50 mL) was added, the phases were separated and the aqueous phase was extracted with THF (2×50 mL). The combined organic fractions were washed with water (100 mL), dried (MgSO4) and the solvent removed under reduced pressure. The residue was triturated (THF:isohexane, 1:5), collected by filtration, washed with hexane (20 mL) and dried to give the title compound (1.92 mg, 68%) as a brown solid.

1. temperatureThe suspension was cooled to −78° C.
2. temperaturethe reaction was warmed to 0° C.
3. stirringstirred at this temperature for 3 hours
4. customthe phases were separated
5. extractionthe aqueous phase was extracted with THF (2×50 mL)
6. washThe combined organic fractions were washed with water (100 mL)
7. dry with materialdried (MgSO4)
8. customthe solvent removed under reduced pressure
9. customThe residue was triturated (THF:isohexane, 1:5)
10. filtrationcollected by filtration
11. washwashed with hexane (20 mL)
12. customdried