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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616043Generated: October 26, 2026

Sodium Carbonate → N-[6-(1H-Indol-6-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide

https://huagongshe.com/reaction/1616043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1H-Indol-6-ylboronic acidHCID 2763205—
ReactantN-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamideHCID 58255852—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductN-[6-(1H-Indol-6-yl)-1H-indazol-4-yl]-2-pyridinecarboxamideHCID 4454031611.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of N-(6-bromo-1H-indazol-4-yl)-2-pyridinecarboxamide (70 mg, 0.22 mmol), 1H-indol-6-ylboronic acid (42 mg, 0.26 mmol), Pd(dppf)Cl2 (10 mol %, 22 mg, 0.027 mmol), aqueous sodium carbonate solution (2M, 0.328 ml, 0.656 mmol) in dioxane/water 1:1 (3 ml) was heated at 150° C. for 15 mins under microwave irradiation. The reaction mixture was filtered through a silica cartridge eluting with MeOH. The solvent was removed in vacuo. The crude compound obtained was purified by mass directed preparative HPLC (Method B) to afford the title compound (9 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-42f9a906265241cebb87ea3e92f4ddb3
Source noteuspto-grants-2014_07