HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pentafluorophenyl Trifluoroacetate | HCID 4327891 | — |
| Reactant | L-Tyrosinamide--hydrogen chloride (1/1) | HCID 45157672 | — |
| Product | Benzimidazole | HCID 5798 | 193.1% |
Reaction Steps
To a 0° C. crude solution of compound 2 (4.1 g, 15.34 mmol), triethylamine (6.4 mL, 46.02 mmol) in dicholoromethane (200 ml) was added pentafluorophenyl trifluoroacetate (6.35 mL, 36.82 mmol) via syringe over 3 mins. After 5 mins the ice bath was removed and the reaction mixture was stirred while warming to room temperature for another 2 hours. The reaction mixture was concentrated in vacuo. The resulting residue was purified by flash chromatography (silica gel, hexanes/ethyl acetate=1:0, 50:1) to give compound 3 (3.5 g, 50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618981B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-eb5723283982411297ad92764b379f1b |
| Source note | uspto-grants-2009_11 |