HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 2'-Methoxy-7'-(pyrimidin-5-yl)-5,6-dihydrospiro[[1,3]thiazine-4,9'-xanthen]-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Thiourea | HCID 2723790 | — |
| Edukt | 2-methoxy-7-(pyrimidin-5-yl)-9-vinyl-9H-xanthen-9-ol | HCID 57475655 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | 2'-Methoxy-7'-(pyrimidin-5-yl)-5,6-dihydrospiro[[1,3]thiazine-4,9'-xanthen]-2-amine | HCID 58465974 | — |
Reaktionsschritte
2 N HCl (3 mL) was added to solution of 2-methoxy-7-(pyrimidin-5-yl)-9-vinyl-9H-xanthen-9-ol (50 mg, 0.150 mmol) and thiourea (9.25 pt, 0.171 mmol) in HOAc (5 mL). The reaction mixture was allowed to stir overnight at rt and concentrated under reduced pressure. The residue was treated with of TFA (4 mL). The reaction mixture was stirred overnight at rt. The reaction mixture was concentrated under reduced pressure and the residue was treated with aqueous, half-saturated sodium bicarbonate, extracted with EtOAc, and concentrated under reduced pressure. The residue was purified by chromatography (DCM/MeOH 20:1 to 5:1) to give 2′-methoxy-7′-(pyrimidin-5-yl)-5,6-dihydrospiro[[1,3]thiazine-4,9′-xanthen]-2-amine as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08497264B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-48def30437704d0ebf43ff7490b9beda |
| Quellennotiz | uspto-grants-2013_07 |