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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409010Generated: October 30, 2026

Water → 1-(1-tosyl-1H-pyrrolo[3,2-c]pyridin-4-yl)ethanone

https://huagongshe.com/reaction/2409010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
Reactant1-(1H-Pyrrolo[3,2-c]pyridin-4-yl)ethan-1-oneHCID 86689820—
SolventTetrahydrofuranHCID 8028—
Product1-(1-tosyl-1H-pyrrolo[3,2-c]pyridin-4-yl)ethanoneHCID 8668982198.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1-(1H-pyrrolo[3,2-c]pyridin-4-yl)ethanone (680 mg, 4.25 mmol) in anhydrous THF (40 mL) at 0° C. was added NaH (60% in mineral oil, 204 mg, 5.1 mmol). After the mixture was stirred at 0° C. for 30 min, 4-methylbenzene-1-sulfonyl chloride (850 mg, 4.46 mmol) was added. The reaction mixture was stirred at 0° C. for 1 h. The reaction mixture was poured into water (150 mL), extracted with EtOAc (3×50 mL) and concentrated under reduced pressure to afford 1.32 g (98.9%) of 1-(1-tosyl-1H-pyrrolo[3,2-c]pyridin-4-yl)ethanone as yellow solid: MS (ESI) m/z: 315.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815877B2
Source datasetuspto-grants-2014_08
ORD IDord-6251e424a08547b5bc31d43b22395dbb
Source noteuspto-grants-2014_08