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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749768Generated: October 31, 2026

Indole-3-Carboxaldehyde → HCID 13979912, compound

https://huagongshe.com/reaction/1749768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
SolventDichloromethaneHCID 6344—
ProductHCID 13979912HCID 1397991291%

Reaction Steps

A solution of 1H-indole-3-carboxaldehyde (2.90 g, 20.0 mmol) in methylene chloride (40 mL) was added with methanesulfonyl chloride (1.86 mL, 24.0 mmol) and diisopropylethylamine (3.10 g, 24.0 mmol), and the mixture was stirred overnight at room temperature. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate to terminate the reaction, and then extracted three times with methylene chloride. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the objective 1-(methanesulfonyl)-1H-indole-3-carboxaldehyde (4.06 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-e202c81bd88045de838869318d62ed0a
Source noteuspto-grants-2015_10