HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → N-(5-bicyclo-[2.2.1]heptanyl-methyl)-2-[3-(4-fluorophenyl)-propyl-sulfanyl]-pyridine-3-carboxylic acid amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-(3-Bromopropyl)-4-fluorobenzene | HCID 14737133 | — |
| Edukt | Ethyl acetate hexane | HCID 21226206 | — |
| Edukt | N-(bicyclo[2.2.1]heptan-2-ylmethyl)-2-mercapto-nicotinamide | HCID 178522760 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(5-bicyclo-[2.2.1]heptanyl-methyl)-2-[3-(4-fluorophenyl)-propyl-sulfanyl]-pyridine-3-carboxylic acid amide | HCID 59487299 | 71% |
Reaktionsschritte
178 mg (1.29 mmol) of K2CO3 were added to a solution of 308 mg (1.18 mmol) of N-(bicyclo[2.2.1]heptan-2-ylmethyl)-2-mercapto-nicotinamide in DMF (5 ml), and the mixture was stirred for 60 min at RT. 255 mg (1.18 mmol) of 1-(3-bromopropyl)-4-fluorobenzene were then added and the mixture was stirred for a further 16 h at RT. Dilution with water and extraction with EA were then carried out. The organic phase was washed with water, dried over MgSO4, filtered and concentrated in vacuo. CC (hexane/EA 2:1) of the residue yielded 333 mg (0.83 mmol, 71%) of N-(5-bicyclo-[2.2.1]heptanyl-methyl)-2-[3-(4-fluorophenyl)-propyl-sulfanyl]-pyridine-3-carboxylic acid amide. MS: m/z 399.2 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08586755B2 |
| Quelldatensatz | uspto-grants-2013_11 |
| ORD ID | ord-ea4d7cf0a89049f08b4b55d241bbc527 |
| Quellennotiz | uspto-grants-2013_11 |