HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → HCID 57720185, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Glycinamide hydrochloride | HCID 2723639 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-[3-(3-Carboxypropoxy)-4-phenylbenzylamino]-1-(beta-D-ribofuranosyl)-1H-benzimidazole | HCID 57720249 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57720185 | HCID 57720185 | 41.6% |
Reaction Steps
2-[3-(3-Carboxypropoxy)-4-phenylbenzylamino]-1-(β-D-ribofuranosyl)-1H-benzimidazole (50 mg), glycinamide hydrochloride (17 mg), 1-hydroxybenzotriazole (29 mg) and triethylamine (47 mg) were suspended in N,N-dimethylformamide (2 mL) at room temperature. To the mixture was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (36 mg), and the mixture was stirred at room temperature for 17 hours. The reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by preparative reverse phase column chromatography (Shiseido CAPSELL PAC C18UG80, 5 μm, 20×50 mm, flow rate 30 mL/minutes linear gradient, water/methanol=70/30-10/90) to give the title compound (23 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547680B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-d50ec2b53e9644b59b3845360d49bd85 |
| Source note | uspto-grants-2009_06 |