HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Bromo-4-fluorobenzonitrile | HCID 118939 | — |
| Edukt | D-tryptophanamide | HCID 688582 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide | HCID 67514877 | 31,3% |
Reaktionsschritte
A solution of 2-bromo-4-fluorobenzonitrile (160 mg, 0.800 mmol), (R)-2-amino-3-(1H-indol-3-yl)propanamide (164 mg, 0.807 mmol) and DIEA (0.300 mL, 1.72 mmol) in DMSO (3 mL) was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, which was eluted with 0-80% EtOAc in hexane to give (R)-2-(3-bromo-4-cyanophenylamino)-3-(1H-indol-3-yl)propanamide (96 mg)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846928B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-f6dd40fcc41b4bd491314c2b0ffc951d |
| Quellennotiz | uspto-grants-2014_09 |