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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026617Generated: November 2, 2026

Dimethylformamide → HCID 86668147, compound

https://huagongshe.com/reaction/1026617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 67107057HCID 67107057—
SolventDichloromethaneHCID 6344—
ProductHCID 86668147HCID 8666814799%

Reaction Conditions

Temperature0 °C

Reaction Steps

To anhydrous dichloromethane (30 mL) was added oxalyl chloride (0.1 mL, 1.2 mmol). N,N-dimethylformamide (0.1 mL, 1.2 mmol) was added at 0° C., and stirred for 30 min at 0° C. To this reaction solution was added 5-(1-isopropyl-indol-5-yl)thiophene-2-carboxylic acid methyl ester (0.3 g, 1.0 mmol) obtained in Preparation 32, which was then stirred for 1 h at room temperature. The solvent was removed, tetrahydrofuran (30 mL) and 20% aqueous ammonium acetate solution (30 mL) were added to the residue, and the mixture was heated for 30 min while being stirred under reflux. The reaction solution was cooled, ethyl acetate was added, and the mixture was washed with aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting solid was filtered, washed with ethyl acetate and dried to give the title compound (0.32 g, 99% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729273B2
Source datasetuspto-grants-2014_05
ORD IDord-856990a5e1774262a0040571e2db5d93
Source noteuspto-grants-2014_05