HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloroacetyl chloride → 2-Chloro-N-(phenanthridin-6-ylmethyl)acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloroacetyl chloride | HCID 6577 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | HCID 11506715 | HCID 11506715 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Chloro-N-(phenanthridin-6-ylmethyl)acetamide | HCID 86712484 | — |
Reaktionsschritte
Triethylamine (460 μL, 3.30 mmol), followed by a solution of chloroacetyl chloride (175 μL, 2.20 mmol) in CH2Cl2 (5 mL) were added dropwise over 5 minutes to a solution of the amine 8 (229 mg, 1.10 mmol) dissolved in CH2Cl2 (15 mL) at 0° C. The reaction mixture was then allowed to warm to ambient temperature and stirred for 2 hours. The solvent was removed under reduced pressure and the reaction crude purified via flash chromatography over silica eluting with a gradient of CH2Cl2 to 1% MeOH/99% CH2Cl2. Evaporation of the solvents under reduced pressure yielded the chloro 9 as an off-white solid (177 mg, 56.5% over three steps).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09194802B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-8dcc7611d281468ebbcd8120706b5eef |
| Quellennotiz | uspto-grants-2015_11 |