HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-Chloro-7-fluoro-6-[2-(4-morpholinyl)ethoxy]-3-quinolinecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Morpholinoethanol | HCID 61163 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-Chloro-7-fluoro-6-hydroxy-3-quinolinecarbonitrile | HCID 23498076 | — |
| Product | 4-Chloro-7-fluoro-6-[2-(4-morpholinyl)ethoxy]-3-quinolinecarbonitrile | HCID 23498093 | 57% |
Reaction Steps
Following the procedure used to prepare Reference Example 14, reaction of 4-chloro-7-fluoro-6-hydroxy-3-quinolinecarbonitrile with triphenyl phosphine, diethyl azodicarboxylate and 4-(2-hydroxyethyl)morpholine provides 4-chloro-7-fluoro-6-(2-morpholin-4-ylethoxy)-3-quinolinecarbonitrile in 57% yield. An analytical sample is obtained by preparative thin layer chromatography eluting with 1% methanol in ethyl acetate, mp 163-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780996B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-bee9638fd0104905a80aadcd9ad69dd7 |
| Source note | uspto-grants-2004_08 |