HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59593376, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67198692 | HCID 67198692 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59593376 | HCID 59593376 | 46.5% |
Reaction Steps
At RT, to a solution of 5-bromo-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one acetic acid adduct (202 mg, 0.701 mmol) in THF (10 mL) was treated with potassium carbonate (290 mg, 2.10 mmol) and 2-iodopropane (0.50 mL, 5.0 mmol). It was heated to reflux for 48 h. The reaction mixture was then treated with water and extracted 2×20 mL EtOAc, dried over MgSO4, filtered and concentrated in vacuo (rotovap). The crude residue was purified on the ISCO (12 g column, 25-90% EtOAc:Hexanes) affording the title compound (88 mg) as a white amorphous solid in >95% purity. MS (ESI, pos.ion) m/z: 270.0/272.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022085B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-dda2ee1f20dd4c239e3878ea3f685908 |
| Source note | uspto-grants-2011_09 |