HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → [2-Methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-thiophen-2-yl-ethyl)-amine hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 4-Nitrophenethylamine | HCID 95153 | — |
| Edukt | HCID 57636084 | HCID 57636084 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | [2-Methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-thiophen-2-yl-ethyl)-amine hydrochloride | HCID 69073422 | 45% |
Reaktionsschritte
By proceeding in a similar manner to Example 43(b) but substituting 2-thiophen-2-yl-ethylamine for 2-(4-nitro-phenyl)-ethylamine, and substituting acetonitrile for EtOH as solvent in Step 3 there is prepared [2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-thiophen-2-yl-ethyl)-amine which is dissolved in ether and treated with 1 M hydrogen chloride in ether affording [2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-thiophen-2-yl-ethyl)-amine hydrochloride [33.7 mg, 45%, Example 43(e)] as a solid. LC/MS: RT=2.52 minutes MS: 342 (M+H). 1H NMR [300 MHz, (CD3)2SO]: □7.32-7.5 (4H, m), 7.13 (1H, m), 6.96 (2H, m), 6.64 (1H, s), 4 (3H, s), 3.8 (3H, s), 3.7 (2H, m), 3.12 (2H, m). IC50=9.7 nM
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08193183B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-3b58409dcdbe4d3886df3e116af456cd |
| Quellennotiz | uspto-grants-2012_06 |