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Diisopropylethylamine → N-[(1S)-2,3-Dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 1-Aminoindane, (S)- | HCID 7000084 | — |
| 反応物 | HCID 178418725 | HCID 178418725 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 生成物 | N-[(1S)-2,3-Dihydro-1H-inden-1-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 58944690 | 80% |
反応手順
4-Chloro-1H-pyrrolo[2,3-d]pyrimidine (2.10 g, 13.6 mmol) was dissolved in 1-butanol (60.0 mL) and N,N-diisopropylethylamine (3.57 mL, 20.5 mmol) was added followed by (S)-(+)-1-aminoindan (1.93 mL, 15.0 mmol). The mixture was heated to reflux for 60 h, cooled down to rt and the solvent was evaporated to dryness. The residue was purified via silica gel chromatography eluting with a gradient of 0 to 100% EtOAc in DCM to afford the title compound (2.72 g, 80%). LC/MS: Rt=1.42 min, ES+ 251 (AA standard).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08207177B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-b34d0fdc6da043f3bf694db8c1f584dd |
| 出典メモ | uspto-grants-2012_06 |