HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionic Acid → (+/-)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-quinoxalin-2-yl-non-4-enoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | Triethyl orthoacetate | HCID 66221 | — |
| Reactant | (+/-)7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-quinoxalin-2-yl-hept-1-en-3-ol | HCID 69665953 | — |
| Reactant | Hydrochloric acid brine | HCID 131718760 | — |
| Product | (+/-)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-quinoxalin-2-yl-non-4-enoic acid ethyl ester | HCID 69666596 | 48% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A solution of the allylic alcohol 22-3 (0.26 g, 0.57 mmol) in (EtO)3CMe (10 mL) was treated with 100 μL of a 1 mL solution of (EtO)3CMe containing 10 μL of propionic acid. The yellow solution was heated at 150° C. for 90 minutes. The solution was cooled to room temperature and poured into 1N HCl/brine. The mixture was extracted with CHCl3, dried, concentrated, and purified on silica gel (90:5:5 CHCl3:EtOAc:MeOH) to give 0.143 g (48%)of 22-4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693101B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-14702d9734274dd685d59730d537a35b |
| Source note | uspto-grants-2004_02 |