HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 7-Benzyl-4-cyclohexyloxy-7H-pyrrolo[2,3-d]pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Cyclohexanol | HCID 7966 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-Chloro-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 15185356 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 7-Benzyl-4-cyclohexyloxy-7H-pyrrolo[2,3-d]pyrimidine | HCID 22484555 | 59% |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
To a flame dried flask under nitrogen was charged 84 mg (2.10 mmol) of 60% sodium hydride in mineral oil and 3.0 mL of THF and the mixture cooled to 0° C. Cyclohexanol (0.18 mL/0.70 mmol) was added and the reaction mixture stirred for 5 min. A solution of 102 mg (0.419 mmol) of the product from Method L in 1.0 mL of THF was added and the mixture heated to reflux for 3 h. After cooling to room temperature, the reaction mixture was acidified to pH 1 with 2 N HCl and concentrated in vacuo. The resulting residue was then slurried in ethyl acetate, filtered and the filtrate concentrated in vacuo to provide 76 mg (59%) of the title compound as an oil. LRMS: 308 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07687507B2 |
| Quelldatensatz | uspto-grants-2010_03 |
| ORD ID | ord-8ac0e3aa719a4af98e07ffff1737eca0 |
| Quellennotiz | uspto-grants-2010_03 |