HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]pyrazine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl 5-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]pyrazine-2-carboxylate | HCID 59571027 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 5-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]pyrazine-2-carboxylic acid | HCID 59571070 | 116.4% |
Reaction Steps
To a solution of methyl 5-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]pyrazine-2-carboxylate (1.36 g) in methanol (20 mL) was added 1 M aqueous sodium hydroxide solution (15 mL) under ice-cooling. It was stirred at room temperature for 2 hours. To the reaction mixture was added 1 M hydrochloric acid under ice-cooling to adjust the pH to 3. A saturated brine was added, followed by extraction with a solvent (chloroform:methanol=4:1). The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to obtain 5-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]pyrazine-2-carboxylic acid (1.50 g) as a brown oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329707B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-27d4c5b3de1340b6816315b719dc2c7c |
| Source note | uspto-grants-2012_12 |