反应详情

A solution of 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (1-trifluoromethyl-cyclopropyl)-amide (20 mg, 51.1 μmol) and sodium hydride (3.3 mg, 76.7 μmol) in DMF (0.2 mL) was stirred for 15 min. at ambient temperature. Iodomethane (14.5 mg, 6.38 μL, 102 μmol) was added and stirring was continued for 1 h. The reaction mixture was poured onto ice/sat. aqueous NaHCO3 solution (15 mL) and extracted with EtOAc (2×25 mL). The combined extracts were washed with ice water/brine (2×20 mL), dried over Na2SO4 and brought to dryness. The crude brown oil was purified by preparative TLC (silica gel, 1 mm, heptan/EtOAc 4:1, elution with EtOAc) to give the title compound (13 mg, 63%) as colorless oil; MS (EI): m/e=406.4 [MH]+.

1. additionThe reaction mixture was poured onto ice/
2. extractionaqueous NaHCO3 solution (15 mL) and extracted with EtOAc (2×25 mL)
3. washThe combined extracts were washed with ice water/brine (2×20 mL)
4. dry with materialdried over Na2SO4
5. customThe crude brown oil was purified by preparative TLC (silica gel, 1 mm, heptan/EtOAc 4:1, elution with EtOAc)