HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67326673, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyrimidine, 2-ethynyl-4-methoxy- (9CI) | HCID 10011938 | — |
| Reactant | HCID 12291499 | HCID 12291499 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67326673 | HCID 67326673 | 74% |
Reaction Steps
1-Amino-4-cyanopyridinium 2,4,6-trimethylbenzenesulfonate (Preparation 2, 12.10 g, 37.88 mmol) was added in portions over 6 hours to a stirred suspension of 2-ethynyl-4-methoxypyrimidine (Preparation 1b, 2.54 g, 18.94 mmol) and potassium carbonate (3.93 g, 28.43 mmol) in anhydrous N,N′-dimethylformamide (47 mL) at 0° C. and the resulting mixture was stirred at ambient temperature for 48 hours. The solvent was evaporated and dichloromethane was added to the residue. The solid formed was filtered and the filtrate evaporated to dryness. The crude product was purified by flash chromatography (4:1 hexanes/ethyl acetate) to give the title compound (3.51 g, 74%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206183B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5ffa381ac93e4e069d49d3fd198ea282 |
| Source note | uspto-grants-2015_12 |