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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776903Generated: November 1, 2026

Hydrochloric Acid → HCID 71295285, compound

https://huagongshe.com/reaction/1776903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 86728285HCID 86728285—
SolventDichloromethaneHCID 6344—
ProductHCID 71295285HCID 7129528594.6%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of ethyl 6-amino-5-bromo-2-(2,4-difluorophenyl)benzofuran-3-carboxylate (310 mg, 0.78 mmol) and pyridine (185 mg, 2.35 mmol) in dichloromethane (10 mL) was added dropwise methanesulfonyl chloride (179 mg, 1.56 mmol) at 0° C., then the mixture was stirred at 25° C. overnight. 10% HCl (aq) was added, then the mixture was extracted with dichloromethane (30 mL*3), dried over Na2SO4, and concentrated to provide ethyl 5-bromo-2-(2,4-difluorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylate (350 mg, yield: 94%). 1H-NMR (CDCl3, 400 MHz) δ 8.32 (s, 1H), 7.91 (s, 1H), 7.64˜7.90 (m, 1H), 7.06 (d, J=3.0 Hz, 1H), 7.03 (d, J=3.0 Hz, 1H), 6.88 (s, 1H), 4.38 (q, J=7.2 Hz, 2H), 3.02 (s, 3H), 1.33 (t, J=7.6 Hz, 3H). MS (M+H)+: 474/476.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265773B2
Source datasetuspto-grants-2016_02
ORD IDord-9ab10053a61448f7a0a6d1f5668426d8
Source noteuspto-grants-2016_02