HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | methyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylate | HCID 118022666 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid | HCID 91754480 | — |
Reaction Steps
In step c of Scheme 2, methyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylate (6d) is saponified in the presence of an inorganic base, preferably metal hydroxides or their hydrates such as lithium hydroxide hydrate (LiOH.H2O) in water and a polar solvent such as dioxane at temperatures from about 0° C. to about 30° C. to yield 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid (6e). Alternatively, this process can also be accomplished by hydrolysis by exposing methyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylate (6d) to a concentrated acid such as hydrochloric acid in water at temperatures from about 30° C. to about 100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434712B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-9e3e1582f65b40dbbfed1770deba1f9a |
| Source note | uspto-grants-2016_09 |