反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 140 °C
PROCEDURE
实验过程
A mixture of N-(2-bromopyridin-4-yl)-2,6-dichloro-4-cyanobenzamide (74 mg, 0.20 mmol), pyrimidin-4-amine (38 mg, 0.40 mmol), Pd2(dba)3 (18 mg, 0.020 mmol), Xantphos (23 mg, 0.040 mmol), Cs2CO3 (131 mg, 0.40 mmol), dioxane (1.2 mL) was heated to 140° C. for 1 hour in a microwave reactor under nitrogen atmosphere. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm×20 mm×2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to afford the desired product (50 mg, yield: 65%). 1H NMR (500 MHz, MeOH-d4): δ 8.68 (s, 1H), 8.36 (d, J=5.5 Hz, 1H), 8.27 (d, J=5.5 Hz, 1H), 8.19 (s, 1H), 8.00 (s, 2H), 7.71 (d, J=5.5 Hz, 1H), 7.36 (m, 1H). LC-MS (ESI) m/z: 385.0 [M+H+].
WORKUP
后处理
- filtrationThe mixture was filtered through Celite
- concentrationconcentrated under reduced pressure
- customThe residue was purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm×20 mm×2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min)