Potassium Carbonate → HCID 86728234, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of chloroiodomethane (2.01 g, 11.40 mmol), K2CO3 (338 mg, 2.44 mmol) in DMF (15 mL), 6-chloro-2-(1H-pyrrolo[2,3-b]pyridin-2-yl)pyridin-3-ol (200 mg, 0.81 mmol) in DMF (5 mL) was added dropwise at 100° C. under N2 protection. After stirred at 100° C. for 2 hours, the reaction mixture was concentrated in vacuo, suspended in water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified using prep-TLC (petroleum ether:EtOAc=8:1) to provide the product of 2-chloro-6H-pyrido[2,3-e]pyrido[3′,2′:4,5]pyrrolo[1,2-c][1,3]oxazine (20 mg, yield: 9%). 1H-NMR (CDCl3, 400 MHz) δ 8.35 (dd, J=4.8 Hz, 1.6 Hz, 1H), 7.99 (dd, J=8.0 Hz, 1.6 Hz, 1H), 7.36 (d, J=8.4 Hz, 1H), 7.21 (d, J=8.4 Hz, 1H), 7.16 (s, 1H), 7.13 (dd, J=8.0 Hz, 4.8 Hz, 1H), 6.14 (s, 2H). MS (M+H)+: 258/260.

Provenance & Evidence