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Triphenylphosphine → 3-(1-(4-((R)-tetrahydrofuran-3-yloxy)-2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-bromopyridin-2-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | (S)-(+)-3-Hydroxytetrahydrofuran | HCID 2733227 | — |
| 反応物 | 4-(5-(2-amino-5-bromopyridin-3-yl)-1H-tetrazol-1-yl)-2,3-difluorophenol | HCID 58293790 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(1-(4-((R)-tetrahydrofuran-3-yloxy)-2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-bromopyridin-2-amine | HCID 58293771 | 92.5% |
反応手順
A solution of Compound 1086 (90 mg, 0.2438 mmol), triphenylphosphine (76.74 mg, 0.2926 mmol), diisoproplylazodicarboxylate (59.17 mg, 56.68 μL, 0.2926 mmol), and (S)-tetrahydrofuran-3-ol (25.78 mg, 0.2926 mmol) in THF (90 μL) was heated at 70° C. for 10 minutes under microwave irradiation. The reaction was quenched with ammonium chloride (satd') and extracted with EtOAc. The organics were washed with 1 M NaOH (2×), brine, dried over sodium sulfate, and concentrated under vacuum. The residue was chromatographed over silica gel (0-50% EtOAc/hexanes gradient) to give 3-(1-(4-((R)-tetrahydrofuran-3-yloxy)-2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-bromopyridin-2-amine (Compound 1090, 99 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08481524B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-5ea3c27186d64bf1b1e51b79fc6b0e78 |
| 出典メモ | uspto-grants-2013_07 |