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Potassium Carbonate → 4-Benzyloxy-1-isobutyl-isoquinoline-3-carboxylic acid butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | (2-Methylpropyl)boronic acid | HCID 2734395 | — |
| 反応物 | 4-Benzyloxy-1-bromo-isoquinoline-3-carboxylic acid butyl ester | HCID 86014503 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 4-Benzyloxy-1-isobutyl-isoquinoline-3-carboxylic acid butyl ester | HCID 66713262 | — |
反応手順
A mixture of 4-Benzyloxy-1-bromo-isoquinoline-3-carboxylic acid butyl ester (207 mg, 0.5 mmol, see example D-86 a), Pd(PPh3)4 (58 mg, 0.05 mmol), 2-methylpropylboronic acid (78 mg, 0.75 mmol), K2CO3 (207 mg, 1.5 mmol), and 1,4-dioxane (4 ml) was refluxed with stirring for 48 h. Subsequently, the mixture was concentrated in vacuo. To the residue was added water (5 ml) and the mixture was extracted with EtOAc (2×20 ml). The organic phase was dried over MgSO4 and evaporated in vacuo. Purification of the residue by flash column chromatography on silica gel using hexanes EtOAc=88 12 as the eluent gave the title compound as a yellowish oil (136 mg); MS-(+)-ion M+1=392.3.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07863292B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-9eac8d66c12445618e9983e6c598a93a |
| 出典メモ | uspto-grants-2011_01 |