HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pentanenitrile, 4,4-dimethyl-3-oxo- → ethyl 3-(3-(3-t-butyl-5-amino-1H-pyrazol-1-yl)phenyl)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
| Edukt | 3-(3-Hydrazinophenyl)propionic acid ethyl ester | HCID 58842921 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | ethyl 3-(3-(3-t-butyl-5-amino-1H-pyrazol-1-yl)phenyl)propanoate | HCID 58842892 | 85,2% |
Reaktionsschritte
A mixture of Example Y (13 g, 53.3 mmol) and 4,4-dimethyl-3-oxo-pentanenitrile (6.9 g, 55 mol) in ethanol (150 mL) was heated to reflux overnight. The reaction solution was evaporated under reduced pressure. The residue was purified by column chromatography to give 3-[3-(5-amino-3-t-butyl-pyrazol-1-yl)-phenyl]-propionic acid ethyl ester (14.3 g, 45.4 mmol) as a white solid. 1H NMR (DMSO-d6): 7.39-7.32 (m, 3H), 7.11 (d, J=6.8 Hz, 1H), 5.34 (s, 1H), 5.16 (s, 2H), 4.03 (q, J=7.2 Hz, 2H), 2.88 (t, J=7.6 Hz, 2H), 2.63 (t, J=7.6 Hz, 2H), 1.19 (s, 9H), 1.15 (t, J=7.2 Hz, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737283B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-07529dbc42134ba2b0775176156d04e0 |
| Quellennotiz | uspto-grants-2010_06 |