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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179373Generated: November 2, 2026

Sodium 3-fluorobenzene-1-sulfinate → tert-butyl 6-chloro-8-(3-fluorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

https://huagongshe.com/reaction/2179373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium 3-fluorobenzene-1-sulfinateHCID 23717246—
Reactanttert-butyl 6-chloro-8-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 68109024—
Producttert-butyl 6-chloro-8-(3-fluorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 6810842037%

Reaction Steps

The product of Example 44, step B and sodium 3-fluorobenzenesulfinate were coupled using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 80:20 hexane/ethyl acetate) provided tert-butyl 6-chloro-8-((3-fluorophenyl)sulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (172 mg, 37%) as a white solid: 1H NMR (CDCl3, 400 MHz) δ 8.01-7.91 (m, 1H), 7.83 (s, 1H), 7.80-7.73 (m, 1H), 7.70-7.62 (m, 1H), 7.60-7.45 (m, 2H), 4.57 (s, 2H), 3.84 (s, 2H), 2.91 (s, 2H), 1.51 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-daeb5e019e14405e83020b7d8a4491c4
Source noteuspto-grants-2015_06