HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 4-(4-methanesulfonyl-phenoxy)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine | HCID 66915295 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidine | HCID 57965014 | 61.1% |
Reaction Steps
Triethylsilane (150 μL, 0.94 mmol) was added to a solution of 4-(4-methanesulfonyl-phenoxy)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine (150 mg, 0.4 mmol) in dichloromethane (3 mL). A solution of trifluoroacetic acid (1 mL) in dichloromethane (3 mL) was added dropwise and then the reaction mixture was stirred for 1 h. Toluene (2 mL) was added and the volatiles were evaporated. The residue was purified by column chromatography, eluting with 0-5% methanol/ethyl acetate to give 4-(4-methanesulfonyl-phenoxy)-1H-pyrazolo[3,4-d]pyrimidine (71 mg, 61%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-363ad5bc919840ac9e1fac663180592c |
| Source note | uspto-grants-2012_05 |