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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179352Generated: October 30, 2026

Benzenesulfinic acid, sodium salt → tert-butyl 7-(phenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

https://huagongshe.com/reaction/2179352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
Reactanttert-butyl 7-bromo-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 68109423—
Producttert-butyl 7-(phenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylateHCID 6810901529%

Reaction Steps

The product of step C was coupled with sodium benzenesulfinate following the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 85:15 hexanes/ethyl acetate) provided tert-butyl 7-(phenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (31 mg, 29%) as light yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.06 (d, J=1.2 Hz, 1H), 7.98-7.91 (m, 2H), 7.81 (dd, J=8.1 Hz, 1.2 Hz, 1H), 7.56-7.45 (m, 4H), 4.54 (s, 2H), 3.82 (t, J=5.4 Hz, 2H), 2.88 (t, J=5.7 Hz, 2H), 1.49 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-90f7fdc4eef44845bb416b14c3b08cfd
Source noteuspto-grants-2015_06