HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → HCID 57678406, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 5-{2-Iodo-5-[(trimethylsilyl)ethynyl]phenoxy}pyrimidine-2,4-diamine | HCID 68839048 | — |
| Catalyst | Hydrogen Bromide | HCID 260 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 57678406 | HCID 57678406 | 43.3% |
Reaction Steps
A mixture of 5-(2-Iodo-5-trimethylsilanylethynyl-phenoxy)-pyrimidine-2,4-diamine (0.4 g, 2.36 mmol), potassium fluoride (41 mg, 7.07 mmol) and HBr (2 drops of 48% aqueous solution) in DMF was stirred at room temperature for 30 minutes. The reaction mixture was diluted with water and EtOAc and basified with 1 mL NH4OH. The organic layer was separated, washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed on silica (4% MeOH in CH2Cl2 with 0.1% NH4OH) to give 0.36 g of 5-(5-Ethynyl-2-iodo-phenoxy)-pyrimidine-2,4-diamine, MP=156-159° C., MS (M+H)=352.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531547B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-3ccbf3e8520040ed90d869984032ce71 |
| Source note | uspto-grants-2009_05 |