HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888252Generated: November 3, 2026
Potassium Carbonate → HCID 178477698, compound
https://huagongshe.com/reaction/1888252
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | HCID 178477688 | HCID 178477688 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 178477698 | HCID 178477698 | 24% |
Reaction Steps
Following the general procedure of Example 66, a mixture of 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indazole-7-carbonitrile (Intermediate 10) (50 mg, 0.102 mmols), 3,4-difluorophenyl boronic acid (48 mg, 0.306 mmols), potassium carbonate (84 mg, 0.612 mmol), and chloro(di-2-norbonylphosphino)-(2-dimethylaminomethyl-ferrocen-1-yl)paladium (3 mg) in dioxane/water (3/1, 4 mL) was reacted. The reaction mixture was concentrated, redissolved in methylene chloride and filtered. The filtrate was concentrated and the residue was purified by using a Gilson semi-preparative HPLC system, eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) pumped at 25 mL/min to give the title compound (11 mg, 24%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08501780B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-954482f1b59d4f86b19fa73a127b4ec9 |
|---|
| Source note | uspto-grants-2013_08 |
|---|