HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methoxy-4-nitroaniline → N-(2-methoxy-4-nitrophenyl)-2-(1-pyrrolidinyl)acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methoxy-4-nitroaniline | HCID 7337 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Edukt | 2-(Pyrrolidin-1-yl)acetic acid hydrochloride | HCID 13022016 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(2-methoxy-4-nitrophenyl)-2-(1-pyrrolidinyl)acetamide | HCID 2976819 | 46,3% |
Reaktionsschritte
Dissolve 2-methoxy-4-nitro-phenylamine (1.0 g, 5.95 mmol), pyrrolidin-1-yl-acetic acid hydrochloride (0.99 g, 5.95 mmol) and N,N-diisopropylethylamine (1.08 mL, 6.55 mmol) in N,N-dimethylformamide (20 mL) and add O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (2.49 g, 6.55 mmol). Stir the mixture at room temperature for 16 h. Dilute the mixture with water (50 mL) and extract with dichloromethane (3×25 mL). Dry the combined organics (Na2SO4), filter, and concentrate in vacuo. Purify by chromatography (0% to 4% MeOH/CH2Cl2) to afford 0.77 g (46%) of the title compound. MS/ES m/z 280.0 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08263772B2 |
| Quelldatensatz | uspto-grants-2012_09 |
| ORD ID | ord-40255553842c4a15a7fc6f93d03c34c3 |
| Quellennotiz | uspto-grants-2012_09 |