反应详情

3-Bromo-5-(3-methanesulfonyl-propoxymethyl)-pyridine (61 mg, 0.20 mmol) and 2.0 M Na2CO3 aqueous solution (0.20 mL, 0.40 mmol) are added into the crude 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide 1,4-dioxane solution (2.0 mL, 0.24 mmol) which is synthesized according to the procedure for Step 3 of Example 16. Argon gas is bubbled through the solution for 5 min. Then PdCl2dppf (7.3 mg, 0.010 mmol) is added. The mixture is heated at 100° C. for 3.5 hrs before EtOAc (15 mL) and water (15 mL) are added. The aqueous layer is separated and extracted with EtOAc (2×10 mL). The organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography affords 42 mg of the titled product.

1. customis synthesized
2. customArgon gas is bubbled through the solution for 5 min
3. additionare added
4. customThe aqueous layer is separated
5. extractionextracted with EtOAc (2×10 mL)
6. concentrationconcentrated
7. customto give the crude product
8. customPurification by flash column chromatography