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Piperidine → 2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-3-(3-methylisoxazol-4yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | Isoxazole | HCID 9254 | — |
| 反応物 | 1,2-Oxazole-3-carbaldehyde | HCID 18373078 | — |
| 反応物 | 5-chloro-1H-indole-3-carbaldehyde (3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone | HCID 136334112 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-3-(3-methylisoxazol-4yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione | HCID 58981055 | — |
反応手順
5-Chloro-1H-indole-3-carbaldehyde(3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone (100 mg) was added to a solution of isoxazolaldehyde (86 mg) in dimethylformamide at RT. Piperidine (100 uL) was then added and brought to 80 C for 8 h. After cooling to RT, ethyl acetate (25 mL) was added to brown solution and water (25 mL) was added and extracted. The aqueous layer was back extract with ethyl acetate and then combined. The organic layer was dried over sodium sulfate, filtered and removal of solvent to give an amorphous solid. The isoxazole was submitted the Gilson Preparatory chromatography to give a 100 mg of white solids. ES M+H+467.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07285558B2 |
| 出典データセット | uspto-grants-2007_10 |
| ORD ID | ord-e70ab77086a047909137d39918ee7684 |
| 出典メモ | uspto-grants-2007_10 |