Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695760Generated: November 3, 2026

Sodium Carbonate → HCID 58255738, compound

https://huagongshe.com/reaction/1695760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
ReactantN-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamideHCID 58255750—
ReactantHCID 58255798HCID 58255798—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 58255738HCID 58255738—

Reaction Conditions

Temperature150 °C

Reaction Steps

N-(6-Bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (50 mg, 0.148 mmol), Pd(dppf)Cl2 (12 mg, 0.015 mmol), 2 M sodium carbonate (aq) (0.222 ml, 0.444 mmol), 1,4-dioxane (1 ml) and water (1 ml) were added to 1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide (53 mg, 0.178 mmol). The reaction was heated in a Biotage microwave at 150° C. for 15 mins. The reaction mixture was extracted with DCM (2×20 ml) and the separated, combined organic layer was evaporated to dryness. The residue was dissolved in MeOH:DMSO (1 ml, 1:1, v/v) and purified by MDAP (Method B). Appropriate fractions were dried under a stream of nitrogen to give title compound, 5 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163743B2
Source datasetuspto-grants-2012_04
ORD IDord-dd7eb1313d1143d38815f53985c19855
Source noteuspto-grants-2012_04