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Sodium hydride → (trans)-2-(6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl)cyclopentanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | trans-1,2-Cyclopentanediol | HCID 225711 | — |
| 反応物 | 4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine | HCID 85928037 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (trans)-2-(6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl)cyclopentanol | HCID 86619895 | — |
反応手順
To a solution of 4,6-dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of example 1 step ii), 2.3 g) and (trans)-cyclopentane-1,2-diol (1 g) in THF (50 ml) was added NaH (0.30 g) slowly and the reaction was then allowed to stir for 18 h at RT. The reaction mixture was then partitioned between DCM (150 ml) and H2O (100 ml). The organics were separated and the aqueous layer was re-extracted with DCM (2×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo and the resulting clear oil was purified by column chromatography on silica gel EtOAc/iso-Hexane (2:8) to give the subtitle compound as a clear colourless oil. Yield 0.94 g
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07838675B2 |
| 出典データセット | uspto-grants-2010_11 |
| ORD ID | ord-75d0ac6f15de42ad8b28c21cd14bdb7a |
| 出典メモ | uspto-grants-2010_11 |