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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774794Generated: November 2, 2026

Water → 3-(6-Bromo-3-nitro-pyridin-2-yl)-3-(toluene-4-sulfonyl)-propionic acid methyl ester

https://huagongshe.com/reaction/1774794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
Reactant6-Bromo-3-nitro-2-(toluene-4-sulfonylmethyl)-pyridineHCID 86679158—
SolventDimethylformamideHCID 6228—
Product3-(6-Bromo-3-nitro-pyridin-2-yl)-3-(toluene-4-sulfonyl)-propionic acid methyl esterHCID 8667915797.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 6-bromo-3-nitro-2-(toluene-4-sulfonylmethyl)-pyridine (3.3 g, 9.0 mmol), bromo-acetic acid methyl ester (2.1 mL, 22.5 mmol) and K2CO3 (8.4 g, 60.8 mmol) were suspended in DMF (18.0 mL) and stirred at 40° C. for 1 hour before pouring into water (50 mL). After extraction with EtOAc, the organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give 3-(6-bromo-3-nitro-pyridin-2-yl)-3-(toluene-4-sulfonyl)-propionic acid methyl ester (3.9 g, quant.) as a light yellow solid. MS: 443.1 & 445.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-a956254c86434a9a81d900c41aec0604
Source noteuspto-grants-2016_02