Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104374Generated: October 30, 2026

Dimethylformamide → HCID 59676891, compound

https://huagongshe.com/reaction/2104374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ProductHCID 59676891HCID 59676891—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the compound obtained in Referential Example 171 (0.5 g) in N,N-dimethylformamide (10 mL) were sequentially added 5-chloroindole-2-carboxylic acid (0.29 g), 1-hydroxybenzotriazole (0.2 g), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.6 g) at room temperature, followed by stirring at 50° C. for 1 day. The reaction mixture was concentrated, and the residue was diluted with a solvent mixture comprising chloroform and methanol (9:1). The diluted mixture was washed with saturated aqueous sodium hydrogencarbonate and saturated brine, and the organic layer was dried over sodium sulfate anhydrate. The solvent was distilled away under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform:methanol=95:5), to thereby give the title compound (0.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-df380673683645628f652aaf9db79f87
Source noteuspto-grants-2009_08