Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 178513236 | HCID 178513236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178518673 | HCID 178518673 | 21.4% |
Reaction Steps
2-(4-Fluoro-phenyl)-N-hydroxy-1H-benzoimidazole-5-carboxamidine (501.9 mg, 1.86 mmol, example 3), triethylamine (645 μl, 4.63 mmol) and ethyl chloroformate (229 μl, 2.4 mmol) was dissolved in 35 ml of DMF. The mixture was heated to 80° C. for 7 hours. The mixture was evaporated. Ethyl acetate and water were added, the organic layer was separated, washed with water, dried and evaporated. The crude product was purified by preparative HPLC (RP18, acetonitrile/water 0.1% TFA) to yield 118 mg (21%) of the desired product. MS: m/e=297.05 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08168665B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-5866ed2e801a41f582c9d0d6843e4718 |
|---|
| Source note | uspto-grants-2012_05 |
|---|