Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964557Generated: October 31, 2026

Methanesulfonic Acid → HCID 66681694, compound

https://huagongshe.com/reaction/1964557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66682451HCID 66682451—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66681694HCID 66681694104.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

N-{(2S)-2-Hydroxy-3-[(triisopropylsilyl)oxy]propyl}-5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxamide (177 mg, 0.262 mmol) synthesized in Example (35b) was dissolved in tetrahydrofuran (10 mL), and anhydrous methanesulfonic acid (70.0 mg, 0.402 mmol) and triethylamine (0.22 mL, 1.58 mmol) were added, followed by stirring at 70° C. for 3 days 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=30%-60%) to afford the desired product (180 mg, yield ˜100%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-400861cb1f49404f896ffff0f53784ab
Source noteuspto-grants-2013_04