HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 7-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidine | HCID 67327439 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidine | HCID 86674135 | 91.6% |
Reaction Steps
4-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidine (500 mg, 1.8 mmol) was dissolved in THF (5 mL) at 1.0M and then tetrabutylammonium fluoride solution (3.6 mL, 3.6 mmol) was added thereto. The reaction mixture was stirred at room temperature for 30 minutes and then concentrated. The resulting mixture was purified by silica gel chromatography (ethyl acetate/hexane=2:8˜3:7) to obtain the title compound (340 mg, 91% yield) as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999973B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-031fd6c366114e0e8991eb1c4ecf63f0 |
| Source note | uspto-grants-2015_04 |