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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583393Generated: October 30, 2026

Methyl iodide → 2-[(4-Methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methoxymethyl-benzoic acid methyl ester

https://huagongshe.com/reaction/583393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-Hydroxymethyl-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-benzoic acid methyl esterHCID 70199285—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-[(4-Methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methoxymethyl-benzoic acid methyl esterHCID 5386920528%

Reaction Steps

To a solution of 0.200 g (0.452 mmol) of the product of Example 336 in 5.0 mL of dry THF was added 0.022 g (0.543 mmol) of 60% sodium hydride followed by 0.028 mL of iodomethane. The reaction was stired at room temperature for 18 h and then diluted with ethyl acetate. The organics were washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with EtOAc to provide 0.057 g (28%) of the methyl ether as ayellow solid. Electrospray Mass Spec: 457.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-a21cafe8f45d43bbb32ecf2470cbf6ac
Source noteuspto-grants-1999_07