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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480977Generated: October 30, 2026

Potassium Carbonate → 2-{[Methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-4-(pyridin-2-yloxy)-benzoic acid ethyl ester

https://huagongshe.com/reaction/1480977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(4-methylphenylsulfonamido)acetateHCID 562880—
Reactant2-Bromomethyl-4-(pyridin-2-yloxy)-benzoic acid ethyl esterHCID 89812823—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-{[Methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-4-(pyridin-2-yloxy)-benzoic acid ethyl esterHCID 8981299572.4%

Reaction Steps

A mixture of 2-bromomethyl-4-(pyridin-2-yloxy)-benzoic acid ethyl ester (855 mg, crude from previous step), Ts-Gly-OMe (502 mg), potassium carbonate (425 mg) and KI (32 mg) in DMF (10 mL) was stirred at rt overnight. Then the reaction mixture was diluted with EtOAc, washed with water, diluted NaCl sol and dried over anhydrous sodium sulfate, filtered, concentrated and the residue was column purified to give product (745 mg). LC MS ESI+: 499 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-6017f8adb8414c2fb098db73c02b12c3
Source noteuspto-grants-2016_08