HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → (R)-N3-(3-Hydroxy-1-(6-methylpyridin-3-yl)propyl)-N5-isobutyl-N5,4'-dimethylbiphenyl-3,5-dicarboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Edukt | (R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-ol | HCID 58103597 | — |
| Edukt | 5-(Isobutyl(methyl)carbamoyl)-4'-methylbiphenyl-3-carboxylic acid | HCID 58188089 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-N3-(3-Hydroxy-1-(6-methylpyridin-3-yl)propyl)-N5-isobutyl-N5,4'-dimethylbiphenyl-3,5-dicarboxamide | HCID 58187943 | — |
Reaktionsschritte
To a mixture of 5-(isobutyl(methyl)carbamoyl)-4′-methylbiphenyl-3-carboxylic acid (15 mg, 0.046 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (18 mg, 0.092 mmol), 1-hydroxybenzotriazole hydrate (7.0 mg, 0.046 mmol), and CH2Cl2 (2 mL) were added (R)-3-amino-3-(6-methylpyridin-3-yl)propan-1-ol (11 mg, 0.069 mmol) (WO 2008/130481) and N,N-diisopropylethylamine (12 μL, 0.069 mmol). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by preparative HPLC (100×21.2 mm C18 column, 40-70% MeCN/water[10 mM Et2NH]) to afford a white foam.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08946439B2 |
| Quelldatensatz | uspto-grants-2015_02 |
| ORD ID | ord-1b2dcdc35cb943499c4eee88f8fce025 |
| Quellennotiz | uspto-grants-2015_02 |