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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293613Generated: October 24, 2026

Hydrochloric Acid → 5-Bromo-6-methoxy-pyridine-3-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide

https://huagongshe.com/en/reaction/1293613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium MethoxideHCID 10942334—
Reactant5-Bromo-6-chloro-N-(1,3-dihydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamideHCID 86607992—
SolventMethanolHCID 887—
Product5-Bromo-6-methoxy-pyridine-3-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amideHCID 6700007551%

Reaction Steps

To a solution of 5-Bromo-6-chloro-pyridine-3-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide (550 mg, 2 mmol) in MeOH (5 mL) was added a solution of sodium methoxide (c=5.4 mol/L in MeOH, 10 mmol) at rt for 48 h. The reaction mixture was poured into a 1N solution of HCl and was extracted with 2 portions of EtOAc, dried over Na2SO4, filtered, concentrated, and purified by column chromatography (heptane/EtOAc, 1:1) to give the title compound (0.28 g, 51%) as a white solid. MS (ISN) 353.1 [(M−H)−], 355.1[(M+2−H)−].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238808B2
Source datasetuspto-grants-2007_07
ORD IDord-692c9399ae784878a82bd8adcddd1bd6
Source noteuspto-grants-2007_07