HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tert-Butylamine → N-tert-butyl-4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tert-Butylamine | HCID 6385 | — |
| Edukt | Toluene-p-sulphonic anhydride | HCID 77773 | — |
| Edukt | 4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridine 1-oxide | HCID 67184479 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | (Trifluoromethyl)benzene | HCID 7368 | — |
| Produkt | N-tert-butyl-4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridin-2-amine | HCID 67185904 | 75% |
Reaktionsschritte
580 mg (1.44 mmol) of 4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridine 1-oxide were suspended in a mixture of 16 ml of trifluoromethylbenzene and 4 ml of dry dichloromethane and 756 μl of tert-butylamine were added. At 0° C. 936 mg (7.2 mmol) of p-toluensulfonic anhydride were added. After 6 hours under stirring in the same conditions the solvent was removed under reduced pressure, the residue partitioned between dichloromethane and water, the organic layer dried over sodium sulphate and evaporated. The crude was then purified by flash-chromatography on a silica gel column (CH2Cl2-CH3COCH3 19/1), giving 500 mg (75%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541575B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-2f033fe9e5334c92aff36846eb4e880f |
| Quellennotiz | uspto-grants-2013_09 |