関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Isopropyl Acetate | HCID 7915 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Methylpyridine-4-boronic acid pinacol ester | HCID 16414274 | — |
| 反応物 | 6-Chloro-5-methylpyridine-3-carbaldehyde | HCID 19710681 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2',3-Dimethyl-[2,4'-bipyridine]-5-carbaldehyde | HCID 86679723 | — |
反応手順
To a 5-L four-necked flask equipped with an overhead stirrer, a thermocouple and a condenser was charged with 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (34b, 1120 mmol), 6-chloro-5-methylnicotinaldehyde (34c, 174.3 g, 1120 mmol), Pd(dppf)Cl2.CH2Cl2 (4.57 g, 5.6 mmol), K2CO3 (309.6 g, 2240 mmol), and iso-propyl acetate (1120 mL)/water (1120 mL). The mixture was stirred at 75° C. for 4 h, and cooled to 30° C. The organic layer was separated, washed with 10% NaCl (1120 g), and treated with activated charcoal (50 g) at 50° C. for 2 h before cooling to rt and filtered through Celite. Concentration of the filtrate to almost dryness afforded the crude 2′,3-dimethyl-[2,4′-bipyridine]-5-carbaldehyde (34d) as a brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09181235B2 |
|---|
| 出典データセット | uspto-grants-2015_11 |
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| ORD ID | ord-a36e2845d6c54bea82f284b44f18b16b |
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| 出典メモ | uspto-grants-2015_11 |
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