HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 9967171, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 20806679 | HCID 20806679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9967171 | HCID 9967171 | 35% |
Reaction Steps
A solution of (2S)-1-(S′-tert-butylcysteinyl)pyrrolidine-2-carbonitrile trifluoroacetate (1000 mg, 0.27 mmol; prepared according to Jenkins et al., WO95/15309), ethylchloroformate (35 mg, 0.32 mmol) and triethylamine (50 mg, 0.50 mmol) in dichloromethane (25 ml) was stirred at room temperature for 18 hours. After this time the solvent was removed in vacuo and the residue was taken up in ethyl acetate (70 ml). This solution was washed with 0.3M KHSO4, sat. NaHCO3, water and brine, dried (Na2SO4) and evaporated. The residue was purified by flash chromatography (eluant EtOAc:Pet. Ether 60–80° C.; 8:2) yielding a white solid identified as the title compound (30 mg, 0.092 mmol, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169806B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-365ebabd455344ca98a76c761a4864c9 |
| Source note | uspto-grants-2007_01 |