反应详情

7-Bromo-4-chloro[1]benzothieno[2,3-d]pyrimidine (7.00 g, 23.4 mmol), 3-chloro-4-(3-fluoro-benzyloxy)-phenylamine (5.88 g, 23.4 mmol), and HCl in dioxane (1 mL, 4.0 M) were heated to reflux in IPA (140 mL) for 3 days. The suspension was filtered to collect a light tan solid. The solid was re-suspended in EtOAc (350 mL) and treated with satd NaHCO3 (350 mL) to generate two clear phases. The organic phase was washed with water (350 mL), collected, dried with sodium sulfate, filtered, concentrated on a rotavap, and finally placed under high vacuum to yield an off-white solid (10.34 g, 86%). 1H NMR (DMSO-d6) δ 9.06 (s, 1H), 8.53 (s, 1H), 8.49 (d, 1H), 8.43 (s, 1H), 7.74 (d, 1H), 7.71 (s, 1H), 7.50 (d, 1H), 7.47-7.42 (m, 1H), 7.32-7.16 (m, 4H), 5.26 (s, 2H), LCMS RT=4.42 min, [M+H]+=514.3.

1. filtrationThe suspension was filtered
2. customto collect a light tan solid
3. additiontreated with satd NaHCO3 (350 mL)
4. washThe organic phase was washed with water (350 mL)
5. customcollected
6. dry with materialdried with sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated on a rotavap