HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid monohydrate → [(R)-1-(5-Bromo-3-methyl-pyridin-2-yl)-pyrrolidin-3-yl]-dimethyl-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | 2,5-Dibromo-3-methylpyridine | HCID 817680 | — |
| Edukt | (3R)-(+)-3-(Dimethylamino)pyrrolidine | HCID 2758521 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | [(R)-1-(5-Bromo-3-methyl-pyridin-2-yl)-pyrrolidin-3-yl]-dimethyl-amine | HCID 66673852 | 99% |
Reaktionsschritte
Combine 2,5-dibromo-3-methyl-pyridine (2.00 g, 7.97 mmol) with dimethyl-(R)-pyrrolidin-3-yl-amine (2.40 g, 20.72 mmol) and p-toluenesulfonic acid monohydrate (0.39 g, 2.07 mmol) in a sealed tube and heat at 100° C. overnight. Dilute with EtOAc (100 mL), wash with saturated NaHCO3 (3×40 mL), dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography, eluting with 2% NH3H2O in 1:1 CH3OH:EtOAc to give 2.09 g (99%) of the title compound. LC-MS/ES m/z (79Br) 284.3 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08101764B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-47b41fdcf37f467cb71fdf6c783827d3 |
| Quellennotiz | uspto-grants-2012_01 |