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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964561Generated: October 30, 2026

Methanesulfonic Acid → HCID 58065472, compound

https://huagongshe.com/reaction/1964561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66682539HCID 66682539—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58065472HCID 5806547272%

Reaction Conditions

Temperature80 °C

Reaction Steps

N-(3-Hydroxypropyl)-5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxamide (216 mg, 0.430 mmol) synthesized in Example (37a) was dissolved in tetrahydrofuran (10 mL), and anhydrous methanesulfonic acid (115 mg, 0.660 mmol) and triethylamine (0.18 mL, 1.29 mmol) were added, followed by stirring at room temperature for 4 days, further at 80° C. for 17 hours, under nitrogen atmosphere. A saturated aqueous sodium hydrogencarbonate solution (10 mL) was added, and the solution was separated with ethyl acetate (20 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=50%-90%) to afford the desired product (150 mg, yield 72%) as a pale brownish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-22249e8d4489436e9b0944cb4dcac9f7
Source noteuspto-grants-2013_04