HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → N-{6-[4-(Acetylamino)phenyl]-1H-indazol-4-yl}-2-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Acetamidophenylboronic acid | HCID 2734657 | — |
| Reactant | HCID 58255852 | HCID 58255852 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-{6-[4-(Acetylamino)phenyl]-1H-indazol-4-yl}-2-pyridinecarboxamide | HCID 44540128 | — |
Reaction Steps
N-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamide (70 mg, 0.22 mmol), [4-(acetylamino)phenyl]boronic acid (47 mg, 0.26 mmol), Pd(dppf)Cl2 (22 mg, 0.027 mmol) and 2 M sodium carbonate (aq) (0.328 ml, 0.656 mmol) in 1,4-dioxane (1.5 ml) and water (1.5 ml) were heated in a Biotage microwave at 150° C. for 30 mins. The reaction was washed through a silica cartridge eluting with MeOH. The solvent was removed in vacuo. The residue was purified by HPLC using the method described below to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163743B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-68f4808c169241f297964125d7d8c8ee |
| Source note | uspto-grants-2012_04 |