HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydropyran-4-ylmethyl trifluoromethanesulfonate → tert-Butyl 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydropyran-4-ylmethyl trifluoromethanesulfonate | HCID 19011570 | — |
| Edukt | tert-Butyl [4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]acetate | HCID 117622654 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | tert-Butyl 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(tetrahydro-2H-pyran-4-yl)propanoate | HCID 117622816 | — |
Reaktionsschritte
1.65 g (4.41 mmol) of tert-butyl [4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]acetate, 1.64 g (6.61 mmol) of tetrahydro-2H-pyran-4-ylmethyl trifluoromethanesulphonate and 5.73 ml (5.73 mmol) of bis(trimethylsilyl)lithium amide (1M in THF) in 37 ml of THF were reacted according to General Method 7B. Purification by column chromatography (80 g silica cartridge, flow rate: 60 ml/min, cyclohexane/ethyl acetate gradient) gave the title compound. Yield: 1.57 g (73% of theory)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09434690B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-c3c155e2ffb44a5ab88cffa2a35b25e4 |
| Quellennotiz | uspto-grants-2016_09 |