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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506193Generated: November 2, 2026

Sodium Hydroxide → 4-Chloro-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1506193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 178526243HCID 178526243—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 1138949383%

Reaction Conditions

Temperature73 °C

Reaction Steps

1H-Pyrrolo[2,3-b]pyridine 7-oxide (4.95 g, 36.9 mmol) in N,N-dimethylformamide (10 mL) was heated to 50° C., mixed with methanesulfonyl chloride (8.00 mL, 103 mmol) and stirred at 73° C. for 3 hours. The reaction mixture was cooled with ice and diluted with water (70 mL), neutralized with sodium hydroxide and stirred for 10 minutes under cooling with ice. The precipitated solid was collected by filtration, washed with water and dried under reduced pressure to give the title compound as a reddish brown solid (4.65 g, yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-689c9121268a49ca8997d74443d3287c
Source noteuspto-grants-2015_12