Cesium carbonate → HCID 57500382, compound

Participants

Reaction Conditions

Reaction Steps

3.83 g (11.75 mmol) of caesium carbonate, 0.73 g (1.18 mmol) of (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl [Binap], 4.93 ml (29.4 mmol) of benzophenoneimine and 0.54 mg (0.59 mmol) of tris(dibenzylideneacetone)dipalladium(0) [Pd2(dba)3] are added to the solution of 2.20 g (5.88 mmol) of methyl 2-amino-5-[(1-bromoimidazo[1,5-a]pyridin-3-yl)carbonyl]benzoate (described in Patent Application WO2006097625) in 35 ml of anhydrous N,N-dimethylformamide under argon, and the mixture is then heated at 110° C. for 3 hours. The reaction medium is then filtered and then diluted with ethyl acetate. The organic phase is washed with water and then with a saturated aqueous solution of sodium chloride. It is dried over sodium sulphate, filtered and concentrated to dryness so as to obtain a red solid. After purification by flash chromatography on silica gel (toluene/ethyl acetate/triethylamine gradient=98/1/1 to 90/9/1), 1.18 g (42%) of an orangey-red powder are obtained.

Provenance & Evidence