Potassium Phosphate, Tribasic → HCID 89649591, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial containing 2-benzyloxy-4-bromo-1-fluoro-benzene [CAS: 1036724-54-5](1500 mg, 5.34 mmol) and 3-methyl-1H-pyrazole (525.68 mg, 6.4 mmol) in 1,4-dioxane (10 mL) was added copper (I) iodide (101.62 mg, 0.5300 mmol), potassium phosphate (2265.26 mg, 10.67 mmol), and (1S,2S)-(+)-1,2-diaminocyclohexane (60.93 mg, 0.5300 mmol). The vial was sealed and heated in a microwave at 200° C. for 2 h 30 minutes. The reaction was diluted with water (50 mL) and EtOAc (30 mL), and the organics were separated, washed with brine (20 mL), dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by column chromatography over silica (50 g, SNAP cartidge), eluting with a gradient of EtOAc:isohexane from 0% to 30%. Fractions containing the first eluting product were combined and concentrated in vacuo to give 1-(3-benzyloxy-4-fluoro-phenyl)-3-methyl-pyrazole (D66) (385 mg, 1.2274 mmol, 23% yield) as a colourless oil which crystallised on standing;

Provenance & Evidence