Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493487Generated: October 30, 2026

1H-Indole-2-carboxylic acid, 1-methyl- → 1-Methyl-1H-indole-3-carbonyl chloride

https://huagongshe.com/reaction/493487

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole-2-carboxylic acid, 1-methyl-HCID 27695—
ReactantOxalyl chlorideHCID 65578—
SolventDichloromethaneHCID 6344—
Product1-Methyl-1H-indole-3-carbonyl chlorideHCID 15132441—

Reaction Steps

Oxalyl chloride (7.1 mL, 81.4 mmol) in 50 mL of methylene chloride was added under nitrogen dropwise to a solution of 1-methyl-1H-indole carboxylic acid (2.86 g, 16.3 mmol) in 100 mL of methylene chloride at room temperature. After the addition the reaction was stirred at room temperature until the reaction was determined by NMR analysis to be complete. The solvent and excess oxalyl chloride were removed under reduced pressure. The residue was taken up in benzene and then concentrated to dryness under reduced pressure to give 1-methyl-1H-indole-3-carbonyl chloride, which was used in the following reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534894B2
Source datasetuspto-grants-2009_05
ORD IDord-273b5be94cfd454e9cb7616130081e01
Source noteuspto-grants-2009_05