Cesium carbonate → 3-{5-Methyl-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-pyrimidin-4-ylamino}-benzenesulfonamide

A mixture of intermediate 38 (0.10 g, 0.32 mmol), 3-bromo-benzenesulfonamide (0.10 g, 0.42 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), Xantphos (25 mg, 0.043 mmol) and cesium carbonate (0.20 g, 0.61 mmol) in dioxane/DMF (3/1, 4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 170° C. for 25 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The corrected fractions were combined and poured into saturated NaHCO3 solution (30 mL). The aqueous layer was extracted with EtOAc (2×30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and solid triturated in a mixture of EtOAc/hexanes (1/10, 33 mL). After filtration, the title compound was obtained as a white solid (11 mg, 7%).

1. customwas sealed in a microwave reaction tube
2. customirradiated with microwave at 170° C. for 25 min
3. customthe cap was removed
4. filtrationthe resulting mixture filtered
5. washthe filtered solid washed with DCM
6. concentrationThe filtrate was concentrated
7. customthe residue purified by HPLC
8. additionpoured into saturated NaHCO3 solution (30 mL)
9. extractionThe aqueous layer was extracted with EtOAc (2×30 mL)
10. washthe combined organic layers washed with brine
11. dry with materialdried over anhydrous Na2SO4
12. filtrationfiltered
13. concentrationThe filtrate was concentrated
14. customsolid triturated in a mixture of EtOAc/hexanes (1/10, 33 mL)
15. filtrationAfter filtration

ORD 기록

ord-b107043f692649edb4867387013aa6ce

출처 데이터셋

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08133900B2