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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051002Generated: October 30, 2026

p-Toluenesulfonic acid → tert-butyl ((5-(2-fluorophenyl)-1-((3-hydroxyphenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate

https://huagongshe.com/reaction/1051002

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactanttert-butyl ((5-(2-fluorophenyl)-1-((3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamateHCID 90168696—
SolventMethanolHCID 887—
Producttert-butyl ((5-(2-fluorophenyl)-1-((3-hydroxyphenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamateHCID 90168587—

Reaction Steps

tert-Butyl ((5-(2-fluorophenyl)-1-((3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate 1g (0.45 g, 0.83 mmol) was dissolved in 5 mL of methanol, followed by addition of p-toluenesulfonic acid (16 mg, 0.08 mmol), and then the reaction solution was stirred for 3 h. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography with elution system B to obtain the title product tert-butyl ((5-(2-fluorophenyl)-1-((3-hydroxyphenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate 1h (0.35 g, a red oil) in 92% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388133B2
Source datasetuspto-grants-2016_07
ORD IDord-e78e6e7500304a8fa3a06982b4680796
Source noteuspto-grants-2016_07