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Sodium Bicarbonate → 6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 5-(Methylsulphonyl)pyridine-3-boronic acid | HCID 44119381 | — |
| 反応物 | 6-Bromo-4-(4-pyridinyl)quinoline | HCID 66782212 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinoline | HCID 59859974 | — |
反応手順
A mixture of (6-bromo-4-(4-pyridinyl)quinoline (250 mg, 0.88 mmol), 5-methylsulfonyl pyridine-3-boronic acid (201 mg, 1.0 mmol), tetrakistriphenylphosphine palladium (0) (104 mg, 0.09 mmol), and sat. aqueous NaHCO3 (1.75 mL), in dioxane (5 mL) was heated at 110° C. for 1 h then cooled to room temperature. The r×n was filtered through Celite and Na2SO4 onto silica and the crude product was purified by column chromatography (5% EtOAc/Hex—10% Ethanol/EtOAc; 30 min gradient). Evaporation and precipitation from MeOH/water (2/98) provided the title compound as a yellow solid. (160 mg, 50%). ESMS [M+H]+=362.1
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08138347B2 |
| 出典データセット | uspto-grants-2012_03 |
| ORD ID | ord-ca7301cdaf3747308f457dadb84a1772 |
| 出典メモ | uspto-grants-2012_03 |