Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-(Bromomethyl)-1-methyl-1H-benzimidazole hydrobromide | HCID 24229451 | — |
| Edukt | HCID 178429541 | HCID 178429541 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 178429519 | HCID 178429519 | 90% |
Reaktionsschritte
A mixture of 2-(bromomethyl)-1-methyl-benzimidazole hydrobromide (6.8 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (740 mg, 5.2 mmol), and triethylamine (4 mL, 28.7 mmol) in absolute ethanol (30 mL) was stirred at room temperature overnight. The mixture was recovered, evaporated, and then co-evaporated with EtOAc (20 mL). The solid residue was treated with water (200 mL). The solid product was recovered by filtration, washed with water (2×20 mL), diethyl ether (2×20 mL), and hexanes (2×20 mL), and then dried in vacuo, affording 6-methyl-2-{[(1-methyl-1H-benzimidazol-2-yl)methyl]sulfanyl}pyrimidin-4-ol (1.3 g, 90% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 3.83 (s, 3H), 4.70 (s, 2H), 6.02 (s, 1H), 7.19 (m, 2H), 7.53 (m, 2H); M+287. The product was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09315521B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-ec636c2586ba4316b0e025f379a5eae4 |
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| Quellennotiz | uspto-grants-2016_04 |
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