HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → (R)-2-(3-bromo-4-cyanophenylamino)-4-methylpentanamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Bromo-4-fluorobenzonitrile | HCID 118939 | — |
| Edukt | (R)-2-Amino-4-methylpentanamide hydrochloride | HCID 56776963 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | (R)-2-(3-bromo-4-cyanophenylamino)-4-methylpentanamide | HCID 67509372 | 60,3% |
Reaktionsschritte
A solution of 2-bromo-4-fluorobenzonitrile (200 mg, 1.00 mmol), D-leucine amide hydrochloride (200 mg, 1.20 mmol) and DIEA (0.620 mL, 3.56 mmol) in DMSO (3 mL) was stirred at 100 C for 18 h. EtOAc and water were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silicsa gel column, eluted first with 30% EtOAc in hexane, then with 80% EtOAc to give (R)-2-(3-bromo-4-cyanophenylamino)-4-methylpentanamide (187 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09359375B2 |
| Quelldatensatz | uspto-grants-2016_06 |
| ORD ID | ord-825f13df1c6d4da6b8c8c9a2d1087874 |
| Quellennotiz | uspto-grants-2016_06 |