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2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-[(4-Chloro-2-fluorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| 反応物 | 4-Chloro-2-fluorobenzaldehyde | HCID 2724908 | — |
| 反応物 | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| 触媒 | proline dl-form | HCID 614 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 5-[(4-Chloro-2-fluorophenyl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392473 | 92.1% |
反応手順
1.48 g (9.31 mmol) of 4-chloro-2-fluorobenzaldehyde, 1.34 g (9.31 mmol) of Meldrum's acid and 48.7 mg (0.42 mmol) of D,L-proline were added to a solution of 1.50 g (8.46 mmol) of the compound from Example 8A in 70 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the residue was taken up in ethyl acetate, washed with saturated aqueous sodium bicarbonate solution, water and saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. 3.60 g of the title compound were obtained and were reacted without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08063234B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-7be1da5f4545427aa7deb9bcf8b38c60 |
| 出典メモ | uspto-grants-2011_11 |