HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic acid, azido-, ethyl ester → Ethyl 2-(5-(1-(5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)-1H-benzo[d]-imidazol-5-yl)-1H-1,2,3-triazol-1-yl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic acid, azido-, ethyl ester | HCID 69480 | — |
| Edukt | Sodium Ascorbate | HCID 23667548 | — |
| Edukt | N-(5-(5-ethynyl-1H-benzo[d]imidazol-1-yl)-2',4'-difluorobiphenyl-3-yl)acetamide | HCID 89501250 | — |
| Katalysator | Copper sulfate pentahydrate | HCID 24463 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | tert-Butanol | HCID 6386 | — |
| Produkt | Ethyl 2-(5-(1-(5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)-1H-benzo[d]-imidazol-5-yl)-1H-1,2,3-triazol-1-yl)acetate | HCID 117777692 | 75% |
Reaktionsschritte
A mixture of N-(5-(5-ethynyl-1H-benzo[d]imidazol-1-yl)-2′,4′-difluorobiphenyl-3-yl)acetamide (258 mg, 0.6 mmol), ethyl-2-azidoacetate (180 mg, 0.8 mmol, 1.3 eq.), sodium ascorbate (125 mg, 0.6 mmol, 1.0 eq.) and copper sulfate pentahydrate (80 mg, 0.32 mmol, 0.5 eq.) in t-butanol and water (1:1, 3 ml) was stirred for 12 h at RT. The mixture was quenched with water and the precipitate formed was filtered and dried to give the product in 75% yield (250 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447091B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-69095af4fe5942e89ed7d2861e284c4f |
| Quellennotiz | uspto-grants-2016_09 |