HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Hydroxybenzotriazole → (2(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-(4-thiophen-2-yl-phenyl)-methanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-(Thiophen-2-yl)benzoic acid | HCID 736498 | — |
| Edukt | (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine | HCID 853152 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Lösungsmittel | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Produkt | (2(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-(4-thiophen-2-yl-phenyl)-methanone | HCID 11493848 | 35% |
Reaktionsschritte
The title compound is prepared in a manner substantially analogous to General Procedure D in 10 mL 10% DMF/dichloromethane using 4-(thiophen-2-yl)-benzoic acid (CAS 29886-62-2) (182 mg, 0.89 mmol), EDC-HCl (254 mg, 1.33 mmol), HOBt (180 mg, 1.33 mmol), DIEA (0.39 mL, 2.22 mmol) and (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (116 mg, 10.0 mmol) to give the title compound (90 mg, 35% yield). MS (ES+) 341.2 (M+H)+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07705025B2 |
| Quelldatensatz | uspto-grants-2010_04 |
| ORD ID | ord-412dbde9c74e4402a52a25f6dc0f6adc |
| Quellennotiz | uspto-grants-2010_04 |