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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776937Generated: November 2, 2026

Pyridine → HCID 67393727, compound

https://huagongshe.com/reaction/1776937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 67393744HCID 67393744—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 67393727HCID 6739372782.9%

Reaction Steps

MsCl (31.7 g, 277.5 mmol) was added to a solution of ethyl 6-amino-5-bromo-2-(4-fluorophenyl)benzofuran-3-carboxylate (35 g, 92.5 mmol) and pyridine (60 mL) in dichloromethane (300 mL) at 0° C. After stirred overnight at room temperature, the mixture was diluted with water and extracted with dichloromethane. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo, the resulting residue was purified using crystallized with EtOAc to provide the pure product of ethyl 5-bromo-2-(4-fluorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylate (35 g, yield: 82%). 1H-NMR (CDCl3, 400 MHz) δ 8.27 (s, 1H), 8.01˜8.05 (m, 2H), 7.87 (s, 1H), 7.15˜7.19 (m, 2H), 6.87 (s, 1H), 4.38˜4.43 (m, 2H), 3.00 (s, 3H), 1.40 (t, J=40 Hz, 3H). MS (M+H)+: 456/458.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265773B2
Source datasetuspto-grants-2016_02
ORD IDord-325c7ef1ac584d2d9a43d42fba0c47f4
Source noteuspto-grants-2016_02