Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595671Generated: October 29, 2026

Sodium Carbonate → HCID 90332539, compound

https://huagongshe.com/reaction/595671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-MethylthiazoleHCID 77129—
Reactant5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 90332469—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
ProductHCID 90332539HCID 9033253943.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a degassed solution of compound 5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (600 mg, 1.2 mmol), 2-methylthiazole (244 mg, 2.5 mmol) and Na2CO3 (261 mg, 2.5 mmol) in DMF (6 mL) was added Pd(dppf)Cl2 (50 mg) under N2, and the mixture was stirred at 80° C. for 12 h. After the solvent was removed, the residue was purified by column chromatography (DCM:EtOAc=2:1) to give the product of 5-bromo-N-methyl-6-(N-methylmethylsulfonamido)-2-(2-methylthiazol-5-yl)benzofuran-3-carboxamide (240 mg, yield: 42%). 1H-NMR (CDCl3, 400 MHz) δ 8.36 (s, 1H), 7.98˜8.01 (m, 1H), 7.68 (s, 1H), 6.06 (br s., 1H), 3.33 (s, 3H), 3.10 (s, 3H), 3.08 (d, J=5.2 Hz, 3H), 2.78 (s, 3H). MS (M+H)+: 458/460.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243002B2
Source datasetuspto-grants-2016_01
ORD IDord-acef70eca691491184be56ab4377c2d9
Source noteuspto-grants-2016_01