Water → HCID 86710206, compound

Participants

Reaction Steps

N-{1-[5-bromo-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-4-piperidinyl}benzamide D6 (400 mg), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (185 mg, 0.89 mmol, commercially available from Maybridge, Sigma-Aldrich and Fluorochem), potassium phosphate trihydrate (590 mg, 2.22 mmol), palladium tetrakis (26 mg, 0.022 mmol) were dissolved in 1,4-dioxane (10 ml) and water (2 ml) and stirred under nitrogen at 90° C. overnight. Cooled to room temperature and the solvent removed in vacuo. Water (30 ml) was added and extracted with EtOAc (3×30 ml). The combined extracts were washed with brine and dried over MgSO4, concentrated to give crude product which was purified by silica gel column eluting with EtOAc to give 160 mg of desired product D27. LCMS [MH+] [email protected] min (5 min run)

Provenance & Evidence