Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-Methoxyethanol | HCID 8019 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | HCID 178457831 | HCID 178457831 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 178496145 | HCID 178496145 | — |
Reaktionsschritte
To an ice-bath cooled solution of 2-methoxyethanol (0.296 mL, 3.76 mmol) in THF (2.3 mL) was added sodium hydride (150 mg, 3.76 mmol), and the mixture was stirred for 20 minutes. To the mixture was added cis-4-(2-chloro-5-nitropyridin-4-ylamino)-N-isopropylcyclohexanecarboxamide (400 mg, 1.174 mmol), and the flask was removed from the ice bath and the reaction was stirred for 2 hours. The reaction was quenched with water and diluted with DCM, washed with water, saturated aqueous NaHCO3, and the organic layer dried over Na2SO4 and filtered through Celite® brand filter aid. The material was purified via flash chromatography using a linear gradient of 0% to 5% of 1% NH4OH in MeOH in CH2Cl2. The title compound was collected as a yellow solid (273 mg, 61% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09115127B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-bae4857bdfb74c88bd301c7c4c41f6dc |
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| Quellennotiz | uspto-grants-2015_08 |
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