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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240222Generated: October 30, 2026

Water → 4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/2240222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 178430808HCID 178430808—
SolventDimethylformamideHCID 6228—
Product4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridineHCID 17979323—

Reaction Conditions

Temperature59 °C

Reaction Steps

At 50° C., 1.77 ml (22.81 mmol) of methanesulfonyl chloride are added dropwise to a solution of 1.30 g (8.77 mmol) of 3-methyl-1H-pyrrolo[2,3-b]pyridine 7-oxide in 7.5 ml of DMF such that the temperature increases to 59° C. The mixture is then stirred at 70° C. for 4 h. After cooling to room temperature, 30 ml of water are added slowly, at 5° C., the pH is adjusted to 10 by addition of 20% strength sodium hydroxide solution and the mixture is stirred for another hour. The precipitated solid is filtered off, washed with water and then dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723347B2
Source datasetuspto-grants-2010_05
ORD IDord-6cf7637c71944f71baac69c32bfaf8a2
Source noteuspto-grants-2010_05