HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → ethyl 1-(oxan-2-yl)-4-{1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridine | HCID 49758871 | — |
| Reactant | Ethyl 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylate | HCID 118025309 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 1-(oxan-2-yl)-4-{1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazole-3-carboxylate | HCID 118025456 | — |
Reaction Steps
Ethyl 4-bromo-1-(oxan-2-yl)-1H-pyrazole-3-carboxylate (as a mixture of regioisomers of the tetrahydropyran group at the nitrogen atoms of the pyrazole) (7.9 g, 26.23 mmol), 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (6.4 g, 26.23 mmol), and Pd(PPh3)4 (1.8 g, 1.57 mmol) were taken up in a degassed DMF (100 mL) and NaHCO3 (saturated, 50 mL) under an atmosphere of nitrogen.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440977B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-cd8d606034574c9aa712c3f0014e252b |
| Source note | uspto-grants-2016_09 |