HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanemethanol → 5-(Cyclopropylmethoxy)pyrazine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | 5-Chloropyrazinoic acid | HCID 465472 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(Cyclopropylmethoxy)pyrazine-2-carboxylic acid | HCID 57475875 | 90% |
Reaction Steps
A solution of 5-chloropyrazine-2-carboxylic acid (1.00 g, 6.31 mmol), cyclopropyl carbinol (1.00 mL, 12.4 mmol) and potassium tert-butoxide (2.00 g, 17.8 mmol) in dimethylformamide (20.0 mL) is heated at 100° C. for 3 hours. The reaction is cooled to room temperature, quenched with 1 M hydrochloric acid. The mixture is extracted with ethyl acetate and isopropyl alcohol/chloroform (1/10), dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give the title compound (1.10 g, 90%) as a grayish solid. This acid is used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169271B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-a5785bdd349f4d579d76f9a0ce412d4d |
| Source note | uspto-grants-2015_10 |