Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | tert-Butanol | HCID 6386 | — |
| Edukt | m-(Dimethylamino)benzyl alcohol | HCID 90133 | — |
| Edukt | Potassium tert-butylbutoxide | HCID 23710422 | — |
| Edukt | HCID 59013796 | HCID 59013796 | — |
| Produkt | HCID 59013877 | HCID 59013877 | 55% |
Reaktionsschritte
To a round bottom flask equipped with a magnetic stir bar was added 4-(4-Chloro-[1,2,5]thiadiazol-3-yl)-piperazine-1-carboxylic acid (3,5-bis-trifluoromethyl-phenyl)-amide (0.1 g, 0.21 mmol, 1.0 eq.), (3-Dimethylamino-phenyl)-methanol (0.065 g, 0.062 mL, 0.43 mmol, 2.0 eq) and 1M potassium tert-butyl butoxide in t-butanol (0.65 ml, 0.65 mmol, 3.0 eq). The mixture was stirred at room temperature overnight. After removal of solvent in vacuo, the crude mixture was purified on preparative HPLC, affording the title compound N-[3,5-bis(trifluoromethyl)phenyl]-4-[4-({[3-(dimethylamino)phenyl]methyl}oxy)-1,2,5-thiadiazol-3-yl]piperazine-1-carboxamide as a white solid (0.06 g, 55% yield). 1H NMR (DMSO-d6) 9.23 (s, 1H), 8.18 (s, 2H), 7.59 (s, 1H), 7.22 (m, 1H), 6.89 (s, 1H), 6.78 (m, 2H), 5.39 (m, 4H), 3.61 (m, 4H), 3.53 (m, 4H), 2.92 (s, 6H) ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08013156B2 |
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| Quelldatensatz | uspto-grants-2011_09 |
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| ORD ID | ord-4dba1c719cd946d5a16932574d7689b4 |
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| Quellennotiz | uspto-grants-2011_09 |
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