HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 1-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-4-(2-piperidin-2-yl-ethoxy)-1,2-dihydro-quinolin-6-yl]-3-pyridin-4-yl-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | 2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-pyridin-4-yl-ureido)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid benzyl ester | HCID 54390580 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-4-(2-piperidin-2-yl-ethoxy)-1,2-dihydro-quinolin-6-yl]-3-pyridin-4-yl-urea | HCID 9959121 | — |
Reaction Steps
A solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-pyridin-4-yl-ureido)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid benzyl ester in 3 mL of a 30% solution of hydrobromic acid in acetic acid was stirred at room temperature for 3 hours then concentrated in vacuo. The residue was treated with saturated sodium bicarbonate and then extracted with ethyl acetate. Purification of the concentrate by flash chromatography on silica gel (methylene chloride:methanol:ammonium hydroxide, 96:3:1) gave the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06150352 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-5dde6b86068d4991a69c9914d8770feb |
| Source note | uspto-grants-2000_11 |