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HRID 188作成日:2026年10月24日

tert-Butyl methylcarbamate → tert-butyl N-methyl-N-[6-(2-morpholin-4-yl-4-oxochromen-8-yl)dibenzothiophen-2-yl]carbamate

https://huagongshe.com/ja/reaction/188

反応式

関与物質

役割名称HCID仕込み量
反応物tert-Butyl methylcarbamateHCID 527635—
反応物[6-(2-Morpholin-4-yl-4-oxochromen-8-yl)dibenzothiophen-2-yl] trifluoromethanesulfonateHCID 87563600—
試薬Cesium carbonateHCID 10796—
触媒1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒1,4-DioxaneHCID 31275—
生成物tert-butyl N-methyl-N-[6-(2-morpholin-4-yl-4-oxochromen-8-yl)dibenzothiophen-2-yl]carbamateHCID 6875924934.93%

反応条件

温度140 °C

反応手順

6-(2-morpholino-4-oxo-4H-chromen-8-yl)dibenzo[b,d]thiophen-2-yl trifluoromethanesulfonate (207.4 mg, 0.37 mmol), tert-butyl methylcarbamate (194 mg, 1.48 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (10.69 mg, 0.02 mmol) and cesium carbonate (481 mg, 1.48 mmol) were suspended in dioxane (6 mL) and sealed into a microwave tube. The reaction was heated to 140 °C for 1 hour in the microwave reactor and cooled to RT. The reaction mixture was filtered then silica gel (2 g) added. The mixture was concentrated _in vacuo_ to yield a white powder which was purified by flash silica chromatography, elution gradient 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford tert-butyl methyl(6-(2-morpholino-4-oxo-4H-chromen-8-yl)dibenzo[b,d]thiophen-2-yl)carbamate (70.0 mg, 34.9 %) as a white solid.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-259872fd14244b3c874c12524fba3d75
出典メモ750 AstraZeneca ELN dataset