反应详情

温度

120 °C

To a solution of (S)-4-(4-chloro-6-(2-(methylsulfonyl)phenyl)-1,3,5-triazin-2-yl)-3-methylmorpholine (step (ii) Example 1) (1 g, 2.7 mmol) in 1,4-dioxane (16 ml) was added tert-butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (1 eq), Pd(dppf)Cl2.DCM (0.05 eq) and 2M aqueous Na2CO3. The reaction was heated in the microwave at 120° C. for 40 minutes. The reaction was concentrated in vacuo and the residue partitioned between saturated NaHCO3 and DCM. The aqueous phase was extracted three times into DCM, the organic extracts were combined, dried over magnesium sulphate and concentrated in vacuo. The residue was purified by flash chromatography on a Nh-KP column, eluting with 0-100% EtOAc in petroleum ether. The compound was deprotected by stirring in MeOH (10 ml) with 4M HCl in 1,4-dioxane (5 ml) for 24 hrs to give (S)-4-(4-(3-methylmorpholino)-6-(2-(methylsulfonyl)phenyl)-1,3,5-triazin-2-yl)aniline hydrochloride, 716 mg, 57% yield.

1. concentrationThe reaction was concentrated in vacuo
2. customthe residue partitioned between saturated NaHCO3 and DCM
3. extractionThe aqueous phase was extracted three times into DCM
4. dry with materialdried over magnesium sulphate
5. concentrationconcentrated in vacuo
6. customThe residue was purified by flash chromatography on a Nh-KP column
7. washeluting with 0-100% EtOAc in petroleum ether