反应详情

温度

90 °C

To a stirred suspension of tert-butyl 4,6-dichloro-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (12.5 g, 38.9 mmol) in 2-propanol (72 mL) was added a solution of tert-butyl (1S,2R)-2-aminocyclohexylcarbamate (10.01 g, 46.7 mmol) in DMSO (12.00 mL) and DIPEA (8.84 mL, 50.6 mmol). The reaction mixture was heated to 90° C. for 16 h at which point it was cooled to 50° C. and water (50 mL) was added dropwise to give a precipitate. The suspension was stirred at 50° C. for 1 h then cooled to RT. The suspension was reheated to 50° C. for 15 min and cooled to RT for two more cycles. The solids were subsequently filtered and washed with isopropanol (20 mL) and dried on a filter to give the title compound (9.538 g, 49%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.18-1.76 (br m, 26 H), 3.83 (br s, 1 H), 4.12 (br s, 1 H), 4.72 (s, 2 H), 6.71 (d, J=7.58 Hz, 1 H), 7.22 (d, J=6.32 Hz, 1 H).

1. temperaturewas cooled to 50° C.
2. customto give a precipitate
3. temperaturethen cooled to RT
4. waitThe suspension was reheated to 50° C. for 15 min
5. temperaturecooled to RT for two more cycles
6. filtrationThe solids were subsequently filtered
7. washwashed with isopropanol (20 mL)
8. customdried on
9. filtrationa filter