HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Pyrimidine, 2-ethynyl-4-methoxy- (9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 10375706 | HCID 10375706 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Pyrimidine, 2-ethynyl-4-methoxy- (9CI) | HCID 10011938 | 85% |
Reaction Steps
Tetrabutylammonium fluoride (0.97 mL of a 1M solution in tetrahydrofuran, 0.97 mmol) was added to a stirred solution of 4-methoxy-2-[(trimethylsilyl)ethynyl]pyrimidine (Preparation 1a, 0.20 g, 0.97 mmol) in tetrahydrofuran (1.4 mL) and acetic acid (56 pt) at room temperature. After 5 minutes, 10% aqueous potassium carbonate solution was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was separated, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (dichloromethane) gave the title compound (0.11 g, 85%) as a pale orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206183B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-9ab85e8e7cdb4923a58090db0032f309 |
| Source note | uspto-grants-2015_12 |