反应详情

To a stirred solution of 4-chlorophenyl isocyanate (325 mg, 2.12 mmol) and triethylamine (444 μL, 3.18 mmol) in anhydrous THF (10 mL) was added tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate (632 mg, 2.12 mmol) and the reaction mixture was stirred at rt for 8 h. The reaction mixture was concentrated in vacuo to afford oil, which was taken up in DCM and washed with water (×2). The organics were then dried with anhydrous Na2SO4 and concentrated in vacuo. The product was purified by Isolera system (SiO2 gel as stationary phase, 25 g HP column, dry loading) using DCM-DCM/MeOH (0%-8% MeOH in DCM) to afford the title compound as a tan solid (633 mg, 57% yield). LRMS [M+H]451.

1. concentrationThe reaction mixture was concentrated in vacuo
2. customto afford oil, which
3. washwashed with water (×2)
4. dry with materialThe organics were then dried with anhydrous Na2SO4
5. concentrationconcentrated in vacuo
6. customThe product was purified by Isolera system (SiO2 gel as stationary phase, 25 g HP column, dry loading)