反应详情

温度

150 °C

A 5 ml glass microwave reaction vessel was charged with N-tert-butyl-5-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-formylthiophene-2-carboxamide (0.350 g, 0.910 mmol), glacial acetic acid (2.63 ml, 45.5 mmol), hydrazine (0.0875 g, 2.73 mmol). The reaction mixture was heated in a Smith Synthesizer microwave reactor (Personal Chemistry, Inc., Upssala, Sweden) at 150° C. for 20 min. The crude was concentrated and azeotropically dried with toluene, the residue was partioned between water and DCM, and the aqueous layer was extracted with DCM (2×25 ml). Combined organic solution was washed with saturated solution of NaHCO3(aq), and dried over MgSO4. The organic solutions were evaporated under reduced pressure and the crude product was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 5% to 95% MeOH in DCM to provide N-Cyclopropyl-4-methyl-3-(7-oxo-6,7-dihydrothieno[2,3-d]pyridazin-2-yl)benzamide (0.110 g) MS (ES+): 328 (M+H)+

1. concentrationThe crude was concentrated
2. dry with materialazeotropically dried with toluene
3. extractionthe aqueous layer was extracted with DCM (2×25 ml)
4. washCombined organic solution was washed with saturated solution of NaHCO3(aq)
5. dry with materialdried over MgSO4
6. customThe organic solutions were evaporated under reduced pressure
7. customchromatographed through a Redi-Sep pre-packed silica gel column (40 g)
8. washeluting with a gradient of 5% to 95% MeOH in DCM