Cesium fluoride → HCID 22319639, compound

Participants

Reaction Conditions

Reaction Steps

840 mg of 4-fluorophenylboronic acid, 1.24 g of caesium fluoride, 13.5 mg of palladium acetate and finally 31 mg of 2-dicyclohexylphosphine-2-(N,N-dimethylamino)biphenyl are added to 1 g of N-[6-chloro-1-[[2-(trimethylsilyl)-ethoxy]methyl]-1H-indazol-3-yl]butanamide, described in Example 25, in 30 cm3 of dioxane. The mixture is then heated at about 102° C. for 22 hours and is then allowed to return to room temperature. The reaction medium is taken up in 75 cm3 of ethyl acetate, filtered on a sinter funnel packed with Celite and then concentrated to dryness under reduced pressure (2 kPa; 50° C.). The work-up and the purification are performed by analogy with Example 41. 580 mg of N-[6-(4-fluorophenyl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-indazol-3-yl]butanamide are thus obtained in the form of a yellow oil.

Provenance & Evidence