HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Benzylglycine ethyl ester → HCID 57751914, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Benzylglycine ethyl ester | HCID 80908 | — |
| Reactant | Talabostat mesylate | HCID 11522448 | — |
| Reactant | HCID 57751913 | HCID 57751913 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57751914 | HCID 57751914 | 100.1% |
Reaction Steps
In a 2.5-1 four-necked flask equipped with a mechanical stirrer, a reflux condenser, a Pt-100 thermometer, and an argon in/outlet, bromide 2 (110 g, 519 mmol) was dissolved in acetonitrile (880 ml). To this solution was added N-benzylglycine ethyl ester (256 g, 1.30 mol) and the reaction mixture was refluxed for 71 hours, slowly turning dark red during this time. After cooling to room temperature, the mixture was concentrated under reduced pressure. The dark red oil was filtered over silica gel (800 g) using EtOAc:heptane 1:9 as eluent, giving the crude title compound 3 (169 g) as yellow oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420818B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-3ce81143290b4a30ab1d740dbbae4db9 |
| Source note | uspto-grants-2013_04 |