HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59761164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (Azetidin-1-yl)(3-chloro-4-fluorophenyl)methanone | HCID 59346868 | — |
| Reactant | 3-hydroxy-5-[(3S)-1-methyl-2-oxo-pyrrolidin-3-yl]oxy-N-(5-methylpyrazin-2-yl)benzamide | HCID 59761139 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 59761164 | HCID 59761164 | 56% |
Reaction Steps
A mixture of 3-hydroxy-5-[(3S)-1-methyl-2-oxo-pyrrolidin-3-yl]oxy-N-(5-methylpyrazin-2-yl)benzamide (Intermediate 18) (136 mg, 0.4 mmol), azetidin-1-yl-(3-chloro-4-fluoro-phenyl)methanone (CAS no. 863454-79-9) (128 mg, 0.6 mmol) and potassium carbonate (111 mg, 0.8 mmol) in DMA (5 mL) was stirred at 120° C. for 16 hours. The solution was evaporated under reduced pressure, then the residue was dissolved in ethyl acetate (40 mL), washed with water (2×20 mL) and brine (10 mL), then dried (MgSO4), filtered and the solvent removed under reduced pressure. The residue was purified by chromatography on silica eluting with 0-4% methanol/DCM to afford the product (120 mg, 56%). m/z 536 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902200B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-acb3a89d55b54ac09ac87b3029baec65 |
| Source note | uspto-grants-2011_03 |