Sodium Carbonate → HCID 59568627, compound

Participants

Reaction Conditions

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 250 mg) and 1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylsulfonyl)piperazine (177 mg) in acetonitrile (8 mL) was treated with aqueous sodium carbonate solution (2M, 0.483 mL) and then nitrogen was bubbled through the mixture. 1,1 bis(Di-tert-butylphosphino)ferrocene palladium dichloride (5 mg) was added and the mixture was heated at 85° C. under nitrogen for 18 h. The mixture was purified by chromatography on silica eluting with ethyl acetate/isohexane (70:10 to 100:0), then methanol/ethyl acetate (5:95) and then methanol/ethyl acetate/triethylamine (5:95:1) to afford the sub-titled compound (267 mg).

Provenance & Evidence