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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623510Generated: November 2, 2026

Acetic Acid → HCID 66788233, compound

https://huagongshe.com/reaction/1623510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium hydrideHCID 24758—
Reactant2-Propanesulfonyl chlorideHCID 82408—
Reactant3-(Aminomethyl)-5-bromopyridineHCID 22992264—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 66788233HCID 66788233—

Reaction Steps

To a solution of 5-bromo-3-pyridinemethanamine (CAS#135124-70-8, 200 mg, 0.77 mmol) in DMF (8 mL) at 0° C. was added sodium hydride (60% oil dispersion, 150 mg, 3.8 mmol) followed by isopropylsulfonyl chloride (0.13 mL, 1.16 mmol). The reaction was stirred for 30 minutes and then diluted with brine and dichloromethane. The pH of the aqueous layer was adjusted to ca. 7 by the addition of acetic acid and the layers were separated. The aqueous layer was extracted two additional times with dichloromethane, and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated to provide propane-2-sulfonic acid (5-bromo-pyridin-3-ylmethyl)-amide without the need for further purification; MS: (ES+) m/z 292.9 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778972B2
Source datasetuspto-grants-2014_07
ORD IDord-be327f72b230494f97c6ff1a1d7777a3
Source noteuspto-grants-2014_07