HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-(Piperidin-1-yl)pyrazine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 5-(piperidin-1-yl)pyrazine-2-carboxylate | HCID 45790075 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(Piperidin-1-yl)pyrazine-2-carboxylic acid | HCID 45789758 | 70.4% |
Reaction Steps
5-Piperidin-1-yl-pyrazine-2-carboxylic acid methyl ester (Preparation 42, 85.1 g, 384 mmol) was added to a solution of sodium hydroxide (61.5 g, 1.53 mol) in water (760 mL). The mixture was stirred mechanically for 1 hour at room temperature. THF (300 mL) was added and stirring was continued for 3 hours. The volatile solvents were removed in vacuo and the remaining aqueous solution was adjusted to pH 4. The mixture was cooled on ice to induce precipitation of the product. The resulting solid was collected by filtration and dried in vacuo to give the title compound as a white solid (56 g) in a 70% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895544B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-eb18ca5f28ba46488bf0e9bffbbbb742 |
| Source note | uspto-grants-2014_11 |