HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-({4-[(4-tert-Butoxycarbonylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Pyrrole | HCID 8027 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | Tert-butyloxycarbonylimidazole | HCID 22359409 | — |
| Edukt | 4-[(4-tert-Butoxycarbonylamino-1-methyl-1H-imidazole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester | HCID 59799086 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-({4-[(4-tert-Butoxycarbonylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester | HCID 68876671 | 32% |
Reaktionsschritte
The Boc imidazole dimer (39) (0.253 g, 0.65 mmol) was deprotected using 4M HCl in dioxane as described in general procedure C. The resulting residue (39′) was dissolved in dry DMF (5 mL) and the Boc protected pyrrole acid (2) (0.156 g, 0.65 mmol) was added. The resulting solution was treated with EDCI (1.5 equiv.) and DMAP (2 equiv.) and reacted as described in general procedure A. This yielded a brown foam 0.109 g (32%). LCMS (method 2) rt=1.87 min; m/z (ES+) 515 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08637664B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-864bdf0671364083a41efb50b0de7fee |
| Quellennotiz | uspto-grants-2014_01 |