Reacción #42782

Ecuación de reacción

7-(4-chlorophenyl)-6-isopropyl-2,3-dihydro-1H-1-aza-4,5-dioxa-phenanthren-8-one

N,N-dimethylformamide

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title compound

4-(6-Isopropyl-8-oxo-1,2,3,8-tetrahydro-4,5-dioxa-1-aza-phenanthren-7-yl)benzonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture is filtered through a short pad of Celite, which
2. 2
   Lavadois then thoroughly washed through with ethyl acetate
3. 3
   LavadoThe filtrate is washed successively with water and brine
4. 4
   SecadoThe organic layer is dried (MgSO4)
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe residue is purified by flash chromatography (cyclohexane/ethyl acetate gradient)

Procedimiento

A mixture of 7-(4-chlorophenyl)-6-isopropyl-2,3-dihydro-1H-1-aza-4,5-dioxa-phenanthren-8-one (71.7 mg, 0.202 mmol), tris(dibenzylideneacetone)dipalladium (0) (92.2 mg, 0.101 mmol), 1,1′-bis(diphenylphosphino)ferrocene (112 mg, 0.202 mmol) and zinc cyanide (24 mg, 0.204 mmol) in N,N-dimethylformamide (2.5 ml) is heated at 180° C. for 40 min under microwave irradiation in an Emrys Optimizer instrument (Biotage AB, Uppsala, Sweden). The mixture is filtered through a short pad of Celite, which is then thoroughly washed through with ethyl acetate. The filtrate is washed successively with water and brine. The organic layer is dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography (cyclohexane/ethyl acetate gradient) to afford the title compound.

Fuente