HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 4-benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylate | HCID 67348566 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylic acid | HCID 67346787 | 82% |
Reaction Steps
LiOH (0.82 mL, 0.82 mmol, 1.0 M in H2O) was added to a solution of methyl 4-benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylate (100 mg, 0.41 mmol) in a mixture of THF (4.5 mL) and MeOH (1.5 mL) at room temperature for 4 hours. The reaction mixture was acidified to pH 1 with aq. 1N HCl solution and treated with water (5 mL), extracted with EtOAc, washed with brine, dried over MgSO4, and concentrated to afford 77 mg (82%) of the desired product. 1H-NMR (400 MHz, CD3OD) δ 8.0 (d, 1H), 7.68 (d, 1H), 7.36-7.42 (m, 5H), 5.29 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003662B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-10f2dde5932242288aee7eedb7a28896 |
| Source note | uspto-grants-2011_08 |