1-Bromo-4-iodobenzene → 1-(4-Bromophenyl)-cis-3,5-dimethylpiperazine

温度

90 °C

sodium 2-methylpropan-2-olate (0.510 g, 5.30 mmol) was added to (2R,6S)-2,6-dimethylpiperazine (0.605 g, 5.30 mmol) in dioxane (40 mL) at 21°C under nitrogen. Stirred for 5 mins. 1-bromo-4-iodobenzene (1 g, 3.53 mmol) added, followed by diacetoxypalladium (0.079 g, 0.35 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.409 g, 0.71 mmol). Reaction evacuated and refilled with nitrogen several times. Heated at 90C for 18hours. left to cool o/w. The reaction mixture was diluted with EtOAc (250 mL), and washed sequentially with water (150 mL). The organic layer was dried over Na2SO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 30% MeOH in EtOAc. Pure fractions were evaporated to dryness to afford (3S,5R)-1-(4-bromophenyl)-3,5-dimethylpiperazine (0.420 g, 44.1 %) as a yellow solid.

ORDレコード

ord-609b92e7f381461a936ff9653aaca797

出典データセット

750 AstraZeneca ELN dataset

元リンク

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