HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromobenzyl bromide → 9-[(o-Bromobenzyl)oxy]-4-oxo-4H-pyrido[1,2-alpha] pyrimidine-3-carboxylic Acid, Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromobenzyl bromide | HCID 76965 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | Ethyl 9-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylate | HCID 616445 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 9-[(o-Bromobenzyl)oxy]-4-oxo-4H-pyrido[1,2-alpha] pyrimidine-3-carboxylic Acid, Ethyl Ester | HCID 12219992 | 85.3% |
Reaction Steps
To a solution of 4.7 g of 9-hydroxy-4-oxo-4H-pyrido-[1,2-α] pyrimidine-3-carboxylic acid, ethyl ester, 7.2 g of o-bromobenzyl bromide, and 200 ml of ethyl methyl ketone is added 4.0 g of anhydrous potassium bicarbonate, and the mixture is stirred and heated under reflux for 18 hours. The cooled mixture is filtered and the filtrate is concentrated in vacuo to give a solid residue. This is recrystallized successively from 1:1 toluene-skellysolve and from 2-propanol to give about 6.9 g of the named product, m.p. about 164°-166°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03960847 |
| Source dataset | uspto-grants-1976_06 |
| ORD ID | ord-416b369796bf46728bf3867162605968 |
| Source note | uspto-grants-1976_06 |