HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(4-cyanobenzyl)-5-[N-((carbomethoxy)-methyl)-N-(2-((tert-butoxycarbonyl)amino)acetamido)aminomethyl]imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-(4-Cyanobenzyl)pyridin-4-carboxylic acid methyl ester | HCID 53953426 | — |
| Product | 1-(4-cyanobenzyl)-5-[N-((carbomethoxy)-methyl)-N-(2-((tert-butoxycarbonyl)amino)acetamido)aminomethyl]imidazole | HCID 131721292 | — |
Reaction Steps
To a solution of the product of Step A (750 mg, 2.64 mmol) and Boc-glycine (462 mg, 2.64 mmol) in 10 mL of DMF was added HOBt ·H2O (392 mg, 2.9 mmol) and EDC·HCl (556 mg, 2.9 mmol). The reaction was stirred at room temperature for 2.5 hours. The solution was poured into EtOAc and washed with sat. aq. NaHCO3 soln., and brine, then dried (Na2SO4), filtered, and concentrated in vacuo. The resulting titled product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919785 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-7a0adee28164406db0e50164f85fbf33 |
| Source note | uspto-grants-1999_07 |