HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 6-(4-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)hexanoic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | Methyl 6-aminohexanoate hydrochloride | HCID 11499324 | — |
| Edukt | 4-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid | HCID 69034037 | — |
| Edukt | HCID 178418300 | HCID 178418300 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 6-(4-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)hexanoic acid methyl ester | HCID 69032370 | 88,2% |
Reaktionsschritte
4-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid (283 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (219 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (362 mg, 88% yield) as a brown solid. LC-MS (m/z) 411 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07863315B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-0a528a5f70ea4442a8ecef4f5a203dc1 |
| Quellennotiz | uspto-grants-2011_01 |