HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → n-((5s)-3-(4-(1-Formyl-2s-(pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | n-((5s)-3-(4-(2s-(Pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide | HCID 69998857 | — |
| Product | n-((5s)-3-(4-(1-Formyl-2s-(pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide | HCID 88095554 | 20% |
Reaction Steps
The amine (Reference Example 7, 0.048 g, 0.11 mM) was refluxed in ethyl formate (3 ml). After 2 hours, chloroform (1 ml) and dichloromethane (1 ml) was added to solublise the precipitate. After 70 hours the solution was evaporated and the residue dissolved in acetonitrile/EtOAc (1:1) and the precipitate removed by filtration. The mother liquor was purified by Isolute chromatography (using as eluant a mixture increasing in polarity from 50% to 70% MeCN in EtOAc) to give after trituration with diethyl ether the title product (0.010 g, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06605630B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-7446e6d16f404f23a3bbfea95e7a722c |
| Source note | uspto-grants-2003_08 |