Sodium Carbonate → HCID 83390807, compound

Participants

Reaction Conditions

Reaction Steps

To 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (406 mg, 1.43 mmol), 3-bromocyclohex-2-enone (200 mg, 1.14 mmol), and Pd(PPh3)4 (132 mg, 0.114 mmol) in toluene (2 mL) was added 2M Na2CO3 (1 mL). The reaction mixture was purged with nitrogen and heated at 110° C. for 16 h. The reaction was diluted with water (10 mL) and extracted DCM (3×15 mL), dried over Na2SO4 and purified by flash chromatography (24 g silica gel) using hexanes/EtOAc (0-50% over 15 min, flow rate 35 mL/min) to isolate Intermediate 45A (160 mg, 0.634 mmol, 55.5% yield) as a tan solid. LC-MS (ESI) 253.0 (M+H), RT=1.70 min (Method B).

Provenance & Evidence