HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59761156, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-chloro-N,N-dimethylpyrazine-2-carboxamide | HCID 59000470 | — |
| Reactant | methyl 3-hydroxy-5-[(3S)-1-methyl-2-oxo-pyrrolidin-3-yl]oxy-benzoate | HCID 59761136 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59761156 | HCID 59761156 | 93% |
Reaction Steps
A mixture of methyl 3-hydroxy-5-[(3S)-1-methyl-2-oxo-pyrrolidin-3-yl]oxy-benzoate (Intermediate 8) (530 mg, 2 mmol), 5-chloro-N,N-dimethyl-pyrazine-2-carboxamide (CAS no. 915949-00-7) (446 mg, 2.4 mmol) and potassium carbonate (552 mg, 4 mmol) in acetonitrile (15 mL) was stirred at 120° C. for 2 hours. The mixture was evaporated and the residue dissolved in ethyl acetate (30 mL), washed with water (2×10 mL) and brine (20 mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica eluting with 50 to 100% ethyl acetate in isohexane to afford the product (772 mg, 93%). m/z 415 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902200B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-5d462734a1ee42718c14a020c1385958 |
| Source note | uspto-grants-2011_03 |