HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → (trans)-2-(6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl)cyclopentanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | trans-1,2-Cyclopentanediol | HCID 225711 | — |
| Edukt | 4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine | HCID 85928037 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (trans)-2-(6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl)cyclopentanol | HCID 86619895 | — |
Reaktionsschritte
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
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08722883B2 |
| Quelldatensatz | uspto-grants-2014_05 |
| ORD ID | ord-45e40438d5d249f2b553122fde707295 |
| Quellennotiz | uspto-grants-2014_05 |