HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78219Erstellt: 24. Oktober 2026
Sodium hydride → 3-(1-(6-Phenoxy-pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-pyridin-2,6-diamine
https://huagongshe.com/de/reaction/78219
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 5-Chloromethyl-2-phenoxy-pyridine | HCID 13253476 | — |
| Edukt | 3-(1H-pyrazol-4-yl)-pyridine-2,6-diamine | HCID 59255172 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(1-(6-Phenoxy-pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-pyridin-2,6-diamine | HCID 59255324 | 25,2% |
Reaktionsschritte
To an N,N-dimethylformamide (5.00 mL) solution of 3-(1H-pyrazol-4-yl)-pyridine-2,6-diamine (30.0 mg, 0.171 mmol) described in Manufacturing Example 36-1-2 was added sodium hydride (7.52 mg, 0.188 mmol, 60% in oil) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 10 minutes at room temperature. Thereafter, 5-chloromethyl-2-phenoxy-pyridine (59.9 mg, 0.273 mmol) described in Manufacturing Example 193-1-2 was added to the above mixture, which was stirred for 30 minutes at room temperature. The reaction mixture was partitioned into ethyl acetate and water at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate) to obtain the title compound (15.4 mg, 25.2%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841327B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-b7753dcec1a24e5bacb72e27b054c634 |
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| Quellennotiz | uspto-grants-2014_09 |
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