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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179337Generated: October 30, 2026

Benzenesulfinic acid, sodium salt → tert-butyl 6-chloro-8-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

https://huagongshe.com/reaction/2179337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
Reactanttert-butyl 6-chloro-8-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 68109024—
Producttert-butyl 6-chloro-8-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 6810964143%

Reaction Steps

The product of step B was coupled with sodium benzenesulfinate using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 3:2 hexane/ethyl acetate) provided tert-butyl 6-chloro-8-phenylsulfonyl-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (750 mg, 43%) as an off-white solid: 1H NMR (CDCl3, 300 MHz) δ 7.98-7.94 (m, 3H), 7.84 (d, J=1.2 Hz, 1H), 7.58-7.49 (m, 3H), 4.56 (s, 2H), 3.83 (t, J=5.7 Hz, 2H), 2.90 (br s, 2H), 1.49 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-a7a6c875c409430c8d4e9f3aa2b98942
Source noteuspto-grants-2015_06