HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 8-(trans-2,3-Dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 8-(trans-2,3-dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylate | HCID 69114655 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 8-(trans-2,3-Dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid | HCID 69114386 | 73% |
Reaction Steps
2.0 g (5.7 mmol) methyl 8-(trans-2,3-dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylate are suspended in 100 ml dioxane and 20 ml 2N aqueous sodium hydroxide and heated to reflux. After 1 h the reaction mixture is cooled down, evaporated in vacuo to ¼ of its volume and 50 ml water are added. The pH of the mixture is adjusted to pH=7 by adding 2N hydrochloric acid and the flask is placed in an ice bath. After 30 min, the precipitate is collected, washed with water and dried in vacuo at 50° C. to yield 1.4 g (73%) of the title compound (m.p. 246-249° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326718B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-d101d1924c994a148e0bd10639dea45d |
| Source note | uspto-grants-2008_02 |