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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736737Generated: October 29, 2026

Hydrochloric Acid → 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid

https://huagongshe.com/reaction/736737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid methyl esterHCID 68817219—
SolventEthyl AcetateHCID 8857—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acidHCID 68820698—

Reaction Steps

A solution of 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid methyl ester (0.3 g, 0.64 mmol) and lithium hydroxide (0.153 g, 6.38 mmol) in THF:methanol:H2O (2.5: 1.5:1.5 mL) was stirred at 25° C. for 19 h. The solution was diluted with ethyl acetate (2×30 mL) and the aqueous layer was acidified with 2N HCl to pH ˜2. The aqueous layer was washed with ethyl acetate (3×40 mL). The combined organic layers were dried over MgSO4, filtered and concentrated to provide 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid as a crude solid (0.280 g, 97%). MS: 457 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595327B2
Source datasetuspto-grants-2009_09
ORD IDord-adeaba9e308c4a3ebf27e3d670008c4b
Source noteuspto-grants-2009_09