HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopropane → ethyl 6-bromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 6-bromo-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 59766670 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl 6-bromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 86703408 | 58.3% |
Reaction Steps
To a stirred solution of ethyl 6-bromo-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (20 g, 74.3 mmol) in acetonitrile (200 mL), K2CO3 (15.39 g, 111.52 mmol) and 2-bromopropane (18.13 g, 148.64 mmol) 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 (13.5 g, 58.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598167B1 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1e70d0e7bdbc42cbb14b8f725c895f1b |
| Source note | uspto-grants-2013_12 |