HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875048Generated: October 30, 2026
Sodium Carbonate → HCID 59053714, compound
https://huagongshe.com/reaction/875048
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Isoquinoline-5-boronic acid | HCID 599474 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-iodo-2-methyl-, 1,1-dimethylethyl ester | HCID 68296428 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59053714 | HCID 59053714 | — |
Reaction Steps
5 ml of dioxane and 0.5 ml of water are added to a mixture, kept under argon, of 179 g (0.5 mmol) of tert-butyl 3-iodo-2-methyl-1H-pyrrolo[2,3-b]-pyridine-1-carboxylate, 87 mg (0.5 mmol) of isoquinoline-5-boronic acid, 159 mg (1.5 mmol) of sodium carbonate and 57 mg (0.05 mmol) of [1,1′bis(diphenylphosphino)ferrocene]palladium(II) dichloride/dichloromethane adduct. The mixture is stirred at 100° C. in a sealed vessel for 26 hours. The reaction mixture is cooled to room temperature, evaporated, and the residue is chromatographed on a silica-gel column with dichloromethane/methanol as eluent: 5-(2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)isoquinoline as colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08981101B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-70d7cdbba8be4427939b4b4b848bf6bc |
|---|
| Source note | uspto-grants-2015_03 |
|---|