HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → ethyl 6-bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromotetrahydropyran | HCID 13349654 | — |
| Reactant | ethyl 6-bromo-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 59766670 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl 6-bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 86703415 | — |
Reaction Steps
Ethyl 6-bromo-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (1 equiv.) was suspended in acetonitrile and K2CO3 (1.5 equiv.) and 4-bromotetrahydro-2H-pyran (2 equiv.) was added to it. The reaction mixture was refluxed for 8 h. On completion, acetonitrile was removed under reduced pressure and water was added to it. Extraction was carried out using ethyl acetate; the combined organic layers were washed with water, brine and dried over anhydrous Na2SO4. Solvent was removed under reduced pressure and residue was purified by silica gel column chromatography to obtain the desired intermediate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962620B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-2586346294ed4277b0a3b0427268a04b |
| Source note | uspto-grants-2015_02 |