HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanamine, hydrochloride (1:1) → 1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanamine, hydrochloride (1:1) | HCID 11637 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | 5-Bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde | HCID 86232805 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine | HCID 66924663 | 120% |
Reaktionsschritte
To a solution (60 mL) of 5-bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (3.5 g) in methanol were added methylammonium chloride (7.5 g) and sodium cyanoborohydride (2.4 g), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound as a brown oil (yield 4.4 g, quantitative).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08048909B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-d57912d4da2d453da3a13266cf80cc96 |
| Quellennotiz | uspto-grants-2011_11 |